All Rentals

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

(1 - 15 of 24)
  1. Lovely 4 bed 3 bath home available for rent in the popular and exclusive Keenes Pointe Golf Community. This is a gated community with manned security. Keenes Pointe is popular because of the strong community atmosphere. It has a restaurant on site...
    Johannes C Welbergen ·3 days ago on RealtyWW
  2. 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
  3. Stunning, formal, and comfortable pool home located in guard gated Lake Butler Sound. The home features 4 bedrooms, 3.5 baths, private office, volume ceilings, and spacious and open living, dining as well as family room area with custom built ins ...
    Matt Tomaszewski ·6 days ago on RealtyWW
  4. Experience luxury living in a like-new home with a private corner lot and stunning lake views! This six-bedroom, five-and-a-half-bathroom residence boasts a secure community with a gated entrance in the desirable Islands of Lake Nona. The kitchen ...
    Luciana Neveleff ·2 weeks 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 outstanding property is located in the very heart of Dr. Phillips in the gated community of Lakeside At Toscana. This fully furnished 3 story home features an elevator, views of Spring Lake , 4 bedrooms, 3.5 bathrooms, bonus rooms, and a kitc...
    3 weeks ago on ListedBuy
  8. 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
  9. One or more photo(s) has been virtually staged. Looking for a luxurious and spacious rental property that offers breathtaking views of the lake and a prime location in Lake Nona. Look no further than this stunning 5-bedroom, 4-full bath home, loca...
    Posted on RealtyWW
  10. Welcome to luxury living in the exquisite 4 bedrooms, 3.5 bath home nestled within the beautiful gated community of Steeple Chase in Heathrow. As you step inside, you are greeted by a formal dining room to your left and an office space to your rig...
    Posted on RealtyWW
  11. Brand new, never been lived in amazing 4000 sq. ft. masterpiece in a gated community in Gotha, FL. The Humboldt floor model from Taylor Morrison is the most inviting layout, perfect for entertaining and comfort. 4 bedrooms and 4 bathrooms with a s...
    Posted on RealtyWW
  12. RDL72987558 - Gorgeous BRAND-NEW home nestled at the gated community of Eagle Creek Golf Club. 5 Bedrooms and 5 Bathrooms and a half, Laundry room, loft, and great balconies with amazing water view. IT IS FULLY UPGRADED. This home would be a great...
    Posted on ListedBuy
  13. RDL72956982 - Former model home (furnishings and decorator items do not convey). Prepare to be amazed! This is Lakeside within the gated community of Toscana, a Mediterranean inspired community in the desirable Dr. Phillips section of Orlando. Hom...
    Posted on ListedBuy
  14. RDL72959709 - FOR RENT Luxury house in the heart of Lakenona. Rent Includes Complete lawncare, Fiber optic cable /high speed internet, Access to Town center amenities, a beautiful heated Lap pool, resort style pool, State of the art fitness Center...
    Posted on ListedBuy
  15. 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
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