All Rentals

with Playground Homes for Rent in Winter Park, FL Between $5,200 and $8,800

(1 - 15 of 17)
  1. One or more photo(s) has been virtually staged. Location, Location, Location! LAKEFRONT IN CHERRY RIDGE!!! This is a must-see beautiful home with infinity pool, 5-bedroom 4-bathroom in Heathrow community. If you're new to the area, this is one of ...
    Bita Hooman ·2 days ago on RealtyWW
  2. This beautiful 6 bed 5 full bath executive home is in the desirable Estates inside of Cypress Landing. It's on a prime location in the Windermere/ Dr. Phillips area, two blocks away from the sought-after A-rated Windy Ridge K-8 School with lake vi...
    Maty Gordon Steenstra ·4 days ago on RealtyWW
  3. This immaculate pool home at the exclusive gated community of Estates At Parkside is waiting for you. This grand two-story foyer features six bedrooms, five full bathrooms, three car garage, two laundry rooms (one on each floor), a media room, a l...
    David Drawdy ·3 days ago on RealtyWW
  4. Home in the heart of Dr. Phillips within the highly desirable community of Parkside. This impressive four-bedroom, three-bath Madrid floor plan home, built in 2015, offers a versatile layout perfect for both entertaining and everyday living. The g...
    Ramon Brandao ·1 week ago on RealtyWW
  5. Beautiful lakefront house in highly sought after Dr. Phillips by big Sand Lake built by Meritage Homes. Imagine how life will be in this luxury LAKEFRONT HOME in the amazing new gated community at Sand Lake Sound, around 10 minutes to Disney, Univ...
    Guanhua Zhang (ken) Chinese Real Estate ·2 weeks ago on RealtyWW
  6. Located in the sought after guard gated Royal Cypress community, this stunning 4 bedroom, 4 bath waterfront home is conveniently located near the Disney area with easy access to I-4. Enjoy the open concept floorplan with gourmet kitchen offering p...
    Alex And Amy Vastardis ·2 weeks ago on RealtyWW
  7. This is a 2-story home that has been upgraded with many features such as hardwood floors throughout the house and staircase, wainscoting panel, granite island kitchen, double oven, and custom-made chandeliers. The staircase and wooden steps have a...
    Posted on RealtyWW
  8. One or more photo(s) has been virtually staged. This exceptional rental opportunity in Storey Park, Lake Nona presents a unique offering with two homes nestled under one roof, setting it apart from the rest. The main house features a spacious kitc...
    Posted on RealtyWW
  9. RDL72933083 - Luxurious 4/3 Stunning Pool Home with a Gorgeous Lakefront View and a 3 Car Garage in the Prestigious Guard Gated Community of Vizcaya - Orlando! Available Now! Full service lawn care and full service pool care included. This prestig...
    Posted on ListedBuy
  10. RDL72927471 - Great opportunity to live in one of the best neighborhoods in Orlando. Park Side Community in Dr Phillips area, a few minutes from Disney, Universal Studios, and the Best of Sand Lake Road. 5 bedrooms and 4 bathrooms, gorgeous living...
    Posted on ListedBuy
  11. RDL72874995 - Dream Home.Now a Reality. Gated Heritage Bay Community Fabulous 6 Bedroom and 5 Full Bath Pool Home in Phillips Landing! 3- Car Garage for Extra Space. 24/7 Guarded and Gated Community. AMAZING BEAUTY! ENTIRE HOME REMODELED! Brand-Ne...
    Posted on ListedBuy
  12. RDL72707087 - MUST SEE! This beautiful, 5 bedroom, 4 bath with balcony from the master bedroom, in the Country Club Community of Heathrow- Bristol Park. Large bedrooms, great layout, cul-de-sac, no rear neighbors, a quiet relaxing location, with i...
    Posted on ListedBuy
  13. RDL72466186 - Welcome home to the prestigious community of Windsong in Winter Park. Upon entering this Toll Brothers built home, you will notice no detail has been spared. Soaring ceilings greet as you enter the foyer. This 4-bedroom 3.5-bathroom ...
    Posted on ListedBuy
  14. MUST SEE. over 4000 SF WATER FRONT.Beautiful Waterfront with more than $200,000 in upgrades. Do not worry about maintenance and cleaning the pool or taking care of the lawn. Pool cleaning, pool maintenance, lawn care, pest control, cable, phone, a...
    Posted on ListedBuy
  15. RDL68715604 - Quiet resort style living in heart of Orlando's Business and Entertainment district in Dr. Phillips! This lakefront 5 bed 4 full bath home is overlooking Lake Ruby and Orlando Eye. A large bedroom and full bathroom on ground floor, i...
    Posted on ListedBuy
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