Winter Garden, FL Homes for Rent under $2,800

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  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Townhouse for Rent

  314 Douglas Way Unit 900, Winter Garden, FL 34787

  Spacious 2-bedroom, 2-bath end-unit duplex located in the well-situated Townhomes of Winter Garden community. This unit offers a practical and comfortable layout with generously sized bedrooms, two full bathrooms, and the added privacy of an end-unit location. Hard-surface flooring runs throughout the home, featuring ceramic tile and laminate for easy maintenance and a clean, modern feel. A

  Melquisedec Martins NOVA REAL ESTATE SERVICES INC

  314 Douglas Way Unit 900, Winter Garden, FL 34787
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  /30

  $1,099 - $1,800 per month

  Winterwoods

  Studio - 2 Beds

  15300 W Colonial Dr, Winter Garden, FL 34787

  Welcome to Winterwoods, apartments in Winter Garden, FL. Rest easy knowing you will be in a great neighborhood with convenient access to all that Winter Garden has to offer. Our single-story, garden-style West Winter Garden apartments feature private entrances and patios for your enjoyment. We offer Studio, 1 & 2 bedroom apartments in Winter Garden near Fowler Groves Winter Garden

  15300 W Colonial Dr, Winter Garden, FL 34787
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  /19

  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,683 Sq Ft
  • Townhouse for Rent

  6400 Tabebuia Pkwy, Winter Garden, FL 34787

  Welcome to this newly completed home in one of Winter Garden’s most sought-after communities!Designed for modern living, this beautiful property offers the perfect blend of style, functionality, and prime location just a short drive from downtown Winter Garden, major roadways, shopping centers, and Orlando’s top attractions.With 3 bedrooms and 2.5 bathrooms, the thoughtfully designed

  Ana Sampaio Pereira Willeman FLORIDA CONNEXION PROPERTIES

  6400 Tabebuia Pkwy, Winter Garden, FL 34787
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  $1,460 - $5,255 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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  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,553 Sq Ft
  • Townhouse for Rent

  16294 Merry Aly, Winter Garden, FL 34787

  Brand New Townhome in the Hearth of Hamlin in Winter Garden. This brand new home will not last long.With a walking distance from the Club house, with Lake view. This unit is located inside Silverleaf where you can find two amazing schools high graded. Also are only a few minutes from major highway 429 and FL Turnipike. You will be near by Supermark, gas station, move theater, restaurants and

  Debora PASSOS WRA BUSINESS & REAL ESTATE

  16294 Merry Aly, Winter Garden, FL 34787
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  /23

  $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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  $2,800 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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  $2,048 - $2,763 total monthly price

  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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  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft
  • Townhouse for Rent

  13465 Sagestone Dr, Winter Garden, FL 34787

  Discover this beautifully crafted, townhouse located in the highly desirable Waterleigh community of Winter Garden. The thoughtfully designed kitchen, seamlessly connected to a spacious living and dining area, features a granite island, 42-inch cabinetry, stainless steel appliances, and a generously sized pantry.Rent includes maintenance of all common areas, providing added convenience and

  Marcelo Moura DOUBLE M GROUP COMPANY

  13465 Sagestone Dr, Winter Garden, FL 34787
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  /35

  $1,500 - $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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  /21

  $2,750 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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  /16

  $2,265 per month

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft
  • House for Rent

  314 Daniels Pointe 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 $2409.90. That covers your base rent, $2265.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  314 Daniels Pointe Dr, Winter Garden, FL 34787
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  /7

  $799 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
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  /8

  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • House for Rent

  16652 Rialto Dr, Winter Garden, FL 34787

  Property Id: 2362398Welcome to 16652 Rialto Drive- a beautifully maintained home nestled in a peaceful Winter Garden community. This inviting property offers the perfect blend of comfort, convenience and Florida charm.Step inside to find bright, open living spaces filled with natural light, ideal for relaxing evenings or entertaining guest on your screened in porch. The

  16652 Rialto Dr, Winter Garden, FL 34787
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  /12

  $2,550 per month

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • House for Rent

  15187 Harrowgate Way, Winter Garden, FL 34787

  Beautiful single-family home for rent located at 15187 Harrowgate Way in the highly desirable Winter Garden area, offering 3 bedrooms, 2 bathrooms, and a spacious attached garage. This well-maintained residence features an open-concept layout filled with natural light, a comfortable living area perfect for both relaxing and entertaining, and a modern kitchen with ample cabinetry and functional

  Caio Zambell Zambelli Pereira AUTHENTIC REAL ESTATE TEAM

  15187 Harrowgate Way, Winter Garden, FL 34787
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  /10

  $1,500 per month

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

  8907 Frodsham Way Unit B, Winter Garden, FL 34787

  Property Id: 1351911Utilities Included! Garage Apartment in Winter GardenWelcome home to 8907 Frodsham Way - B. Right in the heart of Winter Garden! This charming and cozy garage apartment offers the perfect blend of privacy and convenience ideal for a single professional or college student offering a comfortable, low-maintenance lifestyle.The unit features:All

  8907 Frodsham Way Unit B, Winter Garden, FL 34787
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  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Townhouse for Rent

  13286 Pontoon Rd, Winter Garden, FL 34787

  Beautiful townhouse for rent in the highly desirable Waterleigh community, available starting May 1st. This well-maintained property features 3 bedrooms located on the second floor, along with 2.5 bathrooms. The first floor offers ceramic tile flooring, while all bedrooms are carpeted for added comfort.A unique highlight of this home is a studio space converted by the owner in the garage

  Yenny Contreras MBT REALTY LLC

  13286 Pontoon Rd, Winter Garden, FL 34787
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  /20

  $2,585 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,541 Sq Ft
  • House for Rent

  15319 Torpoint Rd, Winter Garden, FL 34787

  Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by April 30, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We

  15319 Torpoint Rd, Winter Garden, FL 34787
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  /26

  $2,700 per month

  • 4 Beds
  • 3 Baths
  • 2,289 Sq Ft
  • House for Rent

  736 Hurley Dr, Winter Garden, FL 34787

  Welcome to this spacious and inviting 4-bedroom, 3-bath home perfectly positioned on a desirable corner lot—just a short walk to West Orange High School! Step inside and you’ll immediately appreciate the open, flowing layout designed for both comfortable living and effortless entertaining. The home features laminate flooring and tile throughout, offering both style and low-maintenance

  Doreen Landi ENGEL & VOLKERS CLERMONT

  736 Hurley Dr, Winter Garden, FL 34787
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  /20

  $2,765 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft
  • House for Rent

  1907 Seatonham St, Winter Garden, FL 34787

  Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by April 30, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We

  1907 Seatonham St, Winter Garden, FL 34787
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  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Townhouse for Rent

  16917 Tesla Aly, Winter Garden, FL 34787

  NO CARPETS! Beautiful townhome in PERFECT Community - Waterleigh at Horizon West Winter Garden. Rent includes Lawn Care and All 4 Community Amenities Access! All Appliance included. Great school zone. Waterleigh is an amazing community, tons of amenities, including TWO large resort style clubhouses with fitness centers, TWO resort style pools and additional two outdoor pool amenity, soccer

  Jacky Liu YORK MILLS REALTY LLC

  16917 Tesla Aly, Winter Garden, FL 34787
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  /17

  $2,290 per month

  • 3 Beds
  • 2.5 Baths
  • 1,345 Sq Ft
  • House for Rent

  1579 Tiverton Blvd, 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 $2434.90. That covers your base rent, $2290.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1579 Tiverton Blvd, Winter Garden, FL 34787
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  $2,595 per month

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft
  • Townhouse for Rent

  16587 Barbours Creek Way, Winter Garden, FL 34787

  Welcome to your Brand New 3BR Townhome in Waterleigh community in Winter Garden! Located in the heart of Horizon West, this beautifully constructed 3-bedroom, 2.5-bathroom home with a 1-car garage offers modern comfort, space, and an exceptional lifestyle.Step inside to a bright and open floor plan featuring contemporary finishes, spacious living and dining areas, and a seamless layout ideal

  Doris Ochoa WATSON REALTY CORP.

  16587 Barbours Creek Way, Winter Garden, FL 34787
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  /20

  $2,671 per month

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

  9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2671/mo12-Month+ Stay base rent: starts at $2671/moLanding's apartments at Vintage Horizon

  9223 Vintage Hills Way Unit 5208, Winter Garden, FL 34787
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  /17

  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft
  • Condo for Rent

  165 Windtree Ln Unit U, Winter Garden, FL 34787

  Wonderful renovated unit in Windtree Gardens. 2 brm 2 bath, 1st floor unit with screen enclosed front porch. No carpet in unit. Unit has 2 assigned parking spots. 1 small pet OK. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record.

  Cheryl Good ZEAL REALTY

  165 Windtree Ln Unit U, Winter Garden, FL 34787
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  /20

  $2,662 per month

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Condo for Rent

  9223 Vintage Hills Way Unit 1205, Winter Garden, FL 34787

  Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2662/mo12-Month+ Stay base rent: starts at $2662/moLanding's apartments at Vintage Horizon

  9223 Vintage Hills Way Unit 1205, Winter Garden, FL 34787
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  $2,250 per month

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • House for Rent

  1404 Scarlet Oak Loop, Winter Garden, FL 34787

  EXCELLENT VILLA , HUGE AND BEAUTIFUL, 3 BED, 2 .5 BATH, LAUNDRY, NEW FLOORS, NO CARPETS, GATE COMMUNITY, POOL, BASKET BALL, PLAYGROUND, DOG PARK, LOCATIONS!!!!!

  Lidia Lo Monaco AGENT TRUST REALTY CORPORATION

  1404 Scarlet Oak Loop, Winter Garden, FL 34787
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  /3

  $900 per month

  • 1 Bed
  • 1 Bath
  • Townhouse for Rent

  7399 Mezzano Ln, Oakland, FL 34787

  Property Id: 1511745 Townhouse whit three bedr one is avaliable commu near Disney and the 429, with a private bathroom, access to the kitchen, and a washer and dryer and all uare included

  7399 Mezzano Ln, Oakland, FL 34787
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  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft
  • Townhouse for Rent

  11032 Great Rock St, Winter Garden, FL 34787

  The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools,2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more. Come out and see

  Marcos Del Nero LA ROSA REALTY KISSIMMEE

  11032 Great Rock St, Winter Garden, FL 34787
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  /18

  $2,695 per month

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

  16390 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 $2792.90. That covers your base rent, $2695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

  16390 Grey Pne Dr, Winter Garden, FL 34787
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  /30

  $2,200 per month

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft
  • Townhouse for Rent

  1604 Scarlet Oak Loop Unit 63B, Winter Garden, FL 34787

  This updated two-story home in Tucker Oaks has a comfortable, easy layout and a great location. The first floor features tile throughout, making it both practical and easy to maintain. The kitchen offers plenty of cabinet space and opens up nicely to the living area, and there’s also a two-car garage. Upstairs, you’ll find three spacious bedrooms with no carpet, which is a big plus for

  Michelle Dunkley RE/MAX PRIME PROPERTIES

  1604 Scarlet Oak Loop Unit 63B, Winter Garden, FL 34787
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  $1,299 total monthly price

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

  16024 Micelli Dr Unit 1, Winter Garden, FL 34787

  Live in this detached apartment home. RIGHT NEXT TO DISNEY WORLD FLAMINGO CROSSING. 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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  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,845 Sq Ft
  • Townhouse for Rent

  7091 Twilight Bay Dr, Winter Garden, FL 34787

  Move-in Ready! Beautiful townhouse located in desired Horizon West at Winter Garden! Excellent Location! 3 bedrooms plus FLEX room + 2.5 bath rooms + 2 card garage + paved court yard. No rear buildings on the back. All appliance included. Open floor plan, flexible room for formal dinning room or open office or entertainment room. Fenced courtyard, two car garage with driveway for additional

  Jacky Liu YORK MILLS REALTY LLC

  7091 Twilight Bay Dr, Winter Garden, FL 34787
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  /15

  $2,300 per month

  • 3 Beds
  • 2.5 Baths
  • 1,347 Sq Ft
  • Townhouse for Rent

  13605 Daniels Landing Cir, Winter Garden, FL 34787

  Lovely 3BD/2.5BTH Townhome in Daniels Landing. Hurry and check it out this well kept quiet corner unit, with attached garage. The main floor boasts a combination of ceramic tile and wood laminate with carpet throughout the upstairs and bedrooms! The kitchen includes all appliances and overlooks the living room. Enjoy a cup of coffee on your screened-in patio. Community amenities include gated

  Jobe Peterson THE LISTING REAL ESTATE MANAGEMENT

  13605 Daniels Landing Cir, Winter Garden, FL 34787
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  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,599 Sq Ft
  • Townhouse for Rent

  8085 Glenlloyd Ave, Winter Garden, FL 34787

  AVAILABLE MAY 5, 2026. This spacious, 3-Bedroom, 2-1/2 Bath Townhome is nestled in beautiful Hawksmoor, a master-planned community with expansive views of the beautiful Lake Needham and preserved wetlands. You will be impressed by this two-level townhome which is a perfect blend of modern construction and energy efficiency. The first floor is an open-concept plan with large windows in the

  Vi Cleveland JULIAN PROPERTIES, INC.

  8085 Glenlloyd Ave, Winter Garden, FL 34787
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  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,804 Sq Ft
  • Townhouse for Rent

  15915 Marina Bay Dr, Winter Garden, FL 34787

  AVAILABLE FOR MOVE-IN JUNE 4, 2026. BEAUTIFUL TOWNHOME WITH A 2-CAR GARAGE AND A COURTYARD! This SPACIOUS 3-Bedroom, 2-1/2 Bath home, is nestled in Hawksmoor, a master-planned community with expansive views of the beautiful Lake Needham. You will be impressed by this two-level townhome which is a perfect blend of modern construction and energy efficiency. The first floor is an open-concept plan

  Vi Cleveland JULIAN PROPERTIES, INC.

  15915 Marina Bay Dr, Winter Garden, FL 34787
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  $2,300 per month

  • 2 Beds
  • 2.5 Baths
  • 1,266 Sq Ft
  • Townhouse for Rent

  14239 Avenue of the Groves, Winter Garden, FL 34787

  Independence ** Beautiful location across from a greenspace park area & nice park area at the end of the street ** Newer laminate flooring first floor living/dining area ** All kitchen appliances included ** NEW AC ** Each bedroom is ensuite on on the second floor * Fenced backyard with patio area * 2 car detached garage * Rent includes cable, internet, pest, front lawn service/landscaping

  Andrew Philippone INDEPENDENCE REALTY GROUP LLC

  14239 Avenue of the Groves, Winter Garden, FL 34787
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  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,654 Sq Ft
  • Townhouse for Rent

  17069 Water Spring Blvd, Winter Garden, FL 34787

  Beautiful corner townhome located in one of the most desirable communities in Winter Garden – Horizon West. This property stands out for its abundant natural light, extra side yard space, and an open feel that adds privacy and comfort. Featuring 3 bedrooms and 2.5 bathrooms, the home offers a spacious modern open floor plan that seamlessly connects the kitchen, dining, and living areas—perfect

  Fausto Correa AGENT TRUST REALTY CORPORATION

  17069 Water Spring Blvd, Winter Garden, FL 34787
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  $2,499 per month

  • 3 Beds
  • 2.5 Baths
  • 1,683 Sq Ft
  • Townhouse for Rent

  16270 Merry Aly, Winter Garden, FL 34787

  Welcome to 16270 Merry Aly in the desirable Silver Leaf Oaks community of Winter Garden. This beautifully designed home features an open-concept floor plan with a spacious living and dining area that flows seamlessly into a modern kitchen with ample cabinet space and a large island perfect for entertaining. The primary suite offers a private retreat with a generous walk-in closet and an en-suite

  Ashley Porto GLASSTONE GROUP INC

  16270 Merry Aly, Winter Garden, FL 34787
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  /22

  $2,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,209 Sq Ft
  • Townhouse for Rent

  6919 Pasturelands Place, Winter Garden, FL 34787

  Move-In Ready & Pet-Friendly! Charming 2-Bedroom, 2.5-Bath Townhome Minutes from DisneyStep onto the inviting brick-paved entrance and discover this beautifully updated townhome featuring fresh interior paint and new carpets. The open-concept living and dining area flows seamlessly to the kitchen, which is fully equipped with all appliances and ready for move-in.The spacious master suite

  Katrina Anarumo RENT A FLORIDA HOME

  6919 Pasturelands Place, Winter Garden, FL 34787

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