Winter Garden, FL Homes for Rent with Community Pool

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  $1,544 - $1,989 total monthly price

  Country Gardens

  1 - 3 Beds

  15122 W Colonial Dr, Winter Garden, FL 34787

  Stylish design at a price thats right! Country Gardens Apartment Homes is located in Winter Garden, Florida, with easy access to Florida's Turnpike and SR-50/Colonial Drive. You'll experience a top selection of amenities and features at this community, like a resort-style pool with sundeck, lake/pond views, and a heart-healthy cardio & fitness center. The leasing team is ready for you to come by

  15122 W Colonial Dr, Winter Garden, FL 34787
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  $4,300 per month

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

  8138 Soldierwood St, Winter Garden, FL 34787

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

  Jessica Otero KELLER WILLIAMS REALTY AT THE PARKS

  8138 Soldierwood St, Winter Garden, FL 34787
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  $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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  $3,700 per month

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

  17329 Beachgrass Aly, Winter Garden, FL 34787

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

  Maite Martinez COLDWELL BANKER REALTY

  17329 Beachgrass Aly, Winter Garden, FL 34787
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  $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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  $3,700 per month

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

  1226 Portmoor Way, Winter Garden, FL 34787

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

  Shirley Botansky RE/MAX PRIME PROPERTIES

  1226 Portmoor Way, Winter Garden, FL 34787
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  $2,048 - $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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  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,898 Sq Ft
  • Townhouse for Rent

  1335 Priory Cir, Winter Garden, FL 34787

  Modern Comfort Meets Effortless Living! BRAND NEW KITCHEN APPLIANCES INCLUDING DISHWASHER!!!Welcome to this beautifully maintained and spacious 2-story townhome featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage—designed for both comfort and functionality. Step inside to an inviting open-concept layout filled with natural light, high ceilings, and seamless flow between the living,

  Emilia Rivero FOLIO REALTY LLC

  1335 Priory Cir, Winter Garden, FL 34787
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  $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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  $2,795 per month

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

  10030 Salt Point Dr, Winter Garden, FL 34787

  Bright and spacious 3 bed 2.5 bathroom townhome in the beautiful and highly desirable Waterleigh community in Horizon West! This lovely home boasts a ceramic tiled first floor with a kitchen and living room great space and a half bath on the first floor. The second floor is completely carpeted and houses all three bedrooms, two full bathrooms and the laundry room. This beautiful home is move-in

  Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

  10030 Salt Point Dr, Winter Garden, FL 34787
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  $1,660 - $2,174 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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  $2,200 per month

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

  15327 Oak Apple Ct Unit 8B, Winter Garden, FL 34787

  BEAUTIFUL TOWN HOUSE , GATED, IN GOOD CONDITIONS, 3 BED, 2 .5 BATH, 2 CAR GARAGE COVERED PLUS 2 IN DRIVEWAY, EXCELLENT LOCACTIONS IN WINTER GARDEN!!!

  Lidia Lo Monaco AGENT TRUST REALTY CORPORATION

  15327 Oak Apple Ct Unit 8B, Winter Garden, FL 34787
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  $2,671 per month

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

  9223 Vintage Hills Way Unit 3108, 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 3108, Winter Garden, FL 34787
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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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  $3,195 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 for extra storage. A Rated Schools!Living within the Waterleigh community feels

  9537 Waterway Passage Dr, 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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  $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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  $2,850 per month

  • 4 Beds
  • 2.5 Baths
  • 2,037 Sq Ft
  • House for Rent

  15062 Guava Bay Dr, Winter Garden, FL 34787

  Beautiful 4-Bedroom Home with Loft & Brand-New Carpet!This well-maintained home features 4 bedrooms and 2.5 bathrooms, with all bedrooms conveniently located upstairs along with a spacious loft—perfect for a second living area, office, or playroom. The primary suite includes a walk-in shower, while the secondary full bathroom offers a tub. Recent updates include modern light fixtures,

  Andrea Pointon POINTON REALTY INC

  15062 Guava Bay Dr, Winter Garden, FL 34787
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  $2,247 per month

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

  9223 Vintage Hills Way Unit 1422, 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 $2357/mo12-Month+ Stay base rent: starts at $2247/moLanding's apartments at Vintage Horizon

  9223 Vintage Hills Way Unit 1422, Winter Garden, FL 34787
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  $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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  $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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  $4,185 per month

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

  607 E Oakland Ave, Oakland, FL 34787

  A generously scaled layout and a thoughtfully articulated outdoor setting distinguish this 4-bedroom, 3.5-bath Oakland home. Its living area is anchored by a fireplace with a detailed surround, positioned beneath a wall-mounted display. Broad windows fitted with plantation shutters introduce controlled natural light, while the open configuration maintains visual continuity into adjacent spaces.

  607 E Oakland Ave, Oakland, 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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  $3,450 per month

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft
  • House for Rent

  5000 Citrus Leaf Blvd, Winter Garden, FL 34787

  Property Id: 1424220Welcome to your 4-bed, 2.5-bath home, located right across the highly rated Hamlin elementary and Middle school! Your new home offers all-vinyl flooring great room; while the heart of the home, your gourmet kitchen, is perfect for life & entertaining. Upstairs, find comfort with all appliances included and a versatile loft, high ceilings, 8ft doors, with a

  5000 Citrus Leaf 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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  $2,097 per month

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

  9223 Vintage Hills Way Unit 7107, 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 $2295/mo12-Month+ Stay base rent: starts at $2097/moLanding's apartments at Vintage Horizon

  9223 Vintage Hills Way Unit 7107, Winter Garden, FL 34787
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  $3,900 per month

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

  Unlisted Address

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

  Lauraine Quintana BHM PROPERTIES II, LLC

  Unlisted Address
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  $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 $3017/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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  $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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  $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 $3005/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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  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,611 Sq Ft
  • Townhouse for Rent

  15501 Honeybell Dr, Winter Garden, FL 34787

  Charming Furnished Townhome in Coveted Hamlin Reserve, Winter GardenDiscover this exceptional end-unit townhome located in one of Florida’s most sought-after communities. This meticulously maintained home features upgrades such as modern flooring, a beautifully renovated main bathroom shower, and a completely carpet-free interior, offering a sleek and low-maintenance living space.Prime

  Victor Barroeta MBT REALTY LLC

  15501 Honeybell Dr, 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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  $2,600 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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  $3,100 total monthly price

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

  16242 Outlook Shore Aly, Winter Garden, FL 34787

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

  16242 Outlook Shore Aly, Winter Garden, FL 34787
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  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Townhouse for Rent

  16001 Grafton Way, Winter Garden, FL 34787

  Stunning Corner Townhome for Rent in Encore at Ovation – Winter Garden, FL Welcome to this exceptional 3-bedroom + den, 2.5-bath corner townhome located in the highly sought-after Encore at Ovation community. This modern property features a unique and elegant design, offering the perfect blend of comfort, style, and functionality. The first floor features porcelain tile flooring throughout, while

  Coromoto Rossato AROD PARTNERS REALTY

  16001 Grafton Way, Winter Garden, FL 34787
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  $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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  $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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  $6,000 per month

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

  15372 Gilligan Ct, Winter Garden, FL 34787

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

  Caroline Nijenhuis De Santis WRA BUSINESS & REAL ESTATE

  15372 Gilligan Ct, Winter Garden, FL 34787
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  $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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