The Oaks Homes with Ranch Architectural style

Welcome to The Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community is a hidden gem, offering an idyllic blend of tranquility and modern living, making it the perfect place for families, retirees, and everyone in between.

The Oaks is renowned for its stunning homes that showcase the elegant Ranch architectural style. These single-story residences are designed for both comfort and convenience, featuring open floor plans that create a seamless flow between living spaces. With spacious backyards perfect for family gatherings or quiet evenings under the stars, you'll find that these homes embody the essence of Florida living.

Residents of The Oaks enjoy a close-knit community atmosphere, complete with tree-lined streets and beautifully landscaped common areas. The subdivision is conveniently located near top-rated schools, shopping centers, and recreational facilities, ensuring that everything you need is just a stone's throw away. Whether you’re seeking adventure at nearby theme parks or enjoying a leisurely day at local parks, The Oaks offers easy access to all that Kissimmee has to offer.

In addition to its prime location and beautiful homes, The Oaks is a place where neighbors become friends. Community events and activities foster a sense of belonging, making it easy to connect and create lasting memories. Discover the charm of The Oaks today, and experience the perfect blend of comfort, style, and community in Kissimmee, Florida. Your dream home awaits!

Newest The Oaks Homes with Ranch Architectural style

$2,150,000

4 Beds ⋅ 5 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Beautifully updated and carefully maintained, this Rutenberg-designed home is idyllically situated on a half-acre corner lot surrounded by beautiful landscaping with views of the lake and the 14th Fairway of the Heron Course. This 4 bedroom residence has 4 full baths, 1 half bath, a formal living room with pool views, a separate formal dining room, and an open gourmet kitchen with gas cooktop, stainless appliances, two wallovens, a breakfast bar, an adjoining dining area and two pantries. The kitchen opens to an expansive family room overlooking the pool. The spacious master suite features a large luxury bath, two large his-and-hers closets and a lovely sitting area overlooking the pool. All three additional bedrooms are en suite. A dedicated office with built ins and a versatile bonus room/game room adds valuable flexibility for a wide variety of lifestyles. The large and lovely lanai includes an outdoor grill and bar, covered seating, awnings, and a freeform pool and spa overlooking the water and golf course. With a four-car garage, abundant storage and numerous updates, including a new roof installed in December 2024 (with warranty), a new pool heater installed in 2024, new central air conditioning (2 units, 2 zones) in 2022, freshly painted interior and exterior, this home is the perfect choice for those who want to live in comfort and luxury. A complete list of updates is available. The mandatory Membership to The Oaks Club will provide everything for living a country club lifestyle; two championship golf courses, tennis and pickleball courts, a regulation croquet lawn, state-of-the-art wellness center and a wide array of dining and social options. There is currently no waiting list for either Golf or Sports/Social membership.

642 Trenton Way, Osprey

$450,000

4 Beds ⋅ 2 Baths ⋅ The Oaks SubDv. ⋅ 34746 Zip Code

Virtually Staged. Welcome to this beautifully renovated home offering the perfect blend of luxury, comfort, and resort-style living! This move-in ready home features a brand-new roof installed in 2025, stylish tile flooring throughout, a fully updated interior, new appliances, and a built-in wine cooler that’s perfect for entertaining. Step outside to your private backyard oasis featuring a stunning screened-in pool completed in 2021, a fully equipped outdoor kitchen, and built-in speakers, creating the ideal space for relaxing or hosting family and friends. As a resident, you’ll also enjoy access to the community’s boating dock, tennis courts, and playground, providing endless opportunities for recreation and outdoor enjoyment. With modern upgrades, exceptional amenities, and a fantastic lifestyle, this home is one you won’t want to miss!

2912 Boating Boulevard, Kissimmee

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