Regal Oaks At Old Town Homes with Gated Amenities

Regal Oaks At Old Town Homes with Gated Amenities

Welcome to Regal Oaks at Old Town, a stunning subdivision nestled in the heart of Kissimmee, Florida. This vibrant community perfectly blends modern living with the charm of Old Florida, offering residents a unique lifestyle enriched by beautiful surroundings and top-notch amenities.

Regal Oaks is a gated community, ensuring that privacy and security are at the forefront of your living experience. The moment you enter, you’ll be greeted by lush landscaping and a warm sense of community. With a variety of well-designed homes, each featuring contemporary architecture and spacious layouts, this neighborhood caters to families, retirees, and everyone in between.

Residents can enjoy a host of amenities that enhance the living experience. The community boasts a sparkling resort-style swimming pool, perfect for soaking up the Florida sun or enjoying a refreshing dip on those warm summer days. For those who appreciate an active lifestyle, there’s a fully equipped fitness center and walking trails that meander through the beautifully landscaped grounds.

Regal Oaks at Old Town is ideally located near an array of attractions, including world-famous theme parks, vibrant shopping districts, and exquisite dining options. This prime location offers both convenience and entertainment, making it an ideal place to call home.

Whether you’re looking for a vacation retreat or a permanent residence, Regal Oaks at Old Town offers a lifestyle that is both relaxed and luxurious. Come and explore this enchanting community where your dream home awaits!

Newest Regal Oaks At Old Town Homes with Gated Amenities

$267,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Welcome to Regal Oaks Resort, where comfort, convenience, and resort-style living come together in this 2-bedroom, 2.5-bathroom townhouse. Offered fully furnished, this property is ready for immediate enjoyment as a vacation home, investment property, or personal retreat. Step inside to find a spacious and inviting open-concept layout designed for both relaxation and entertaining. The fully equipped kitchen flows seamlessly into the dining and living areas, creating the perfect gathering space for family and friends. One of the standout features of this home is the private west-facing lanai, providing sunny afternoons and stunning evening sunsets. Unwind after a day of adventure in your own private hot tub, an ideal space to relax and enjoy Florida's beautiful weather year-round. The upstairs level offers two generously sized bedrooms, each with its own ensuite bathroom, providing privacy and comfort for owners and guests alike. A convenient main-floor powder room adds additional functionality. Located just a short walk from Regal Oaks' resort amenities, residents and guests enjoy access to a community pool, clubhouse, fitness facilities, restaurant, and recreational areas. Situated minutes from world-famous attractions, shopping, dining, and entertainment, this location offers exceptional convenience while maintaining a peaceful resort atmosphere. Whether you're looking for a vacation getaway, income-producing property, or both, this fully furnished townhouse presents an outstanding opportunity in one of Central Florida's most desirable resort communities.

2606 Roadster Lane, Kissimmee
$313,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Excellent investment opportunity in the gated resort-style community of Regal Oaks. This fully furnished 2-bedroom, 2.5-bath townhome is Airbnb-ready and has a strong history of successful short-term rental income. Ideally located near Disney, Old Town, and Fun Spot, this property consistently attracts vacationers looking for comfort, location, and resort amenities. Features include an open-concept floor plan, granite countertops, stainless steel appliances, tile flooring, private screened lanai with hot tub, and two spacious en-suite bedrooms. One of the most desirable locations in the community with peaceful courtyard and garden views. Regal Oaks offers resort-style amenities including a lakefront pool, water slides, hot tubs, tennis courts, fitness center, clubhouse, restaurant, and poolside bar. Turnkey investment with excellent income potential in one of Central Florida’s top vacation rental areas.

2665 Triumph Way, Kissimmee
$310,000
4 Beds ⋅ 4 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
One or more photo(s) has been virtually staged. NEW PRICE and now offering $4,000 seller concessions!! SELLER MOTIVATED!! This is a spacious 4-bedroom, 3.5-bathroom townhome located in a highly sought-after resort-style community that offers the perfect blend of comfort, convenience, relaxation and opportunity to generate income. Whether you're looking for a primary residence, second home, or short-term rental investment this property checks all the boxes and is nestled within miles of Disney World, several family attractions, top-rated dining, shopping, and endless entertainment. In this guard gated community There are two Primary bedrooms each with its own en-suite bathroom. One the first level you'll find a functional layout designed for both everyday living and guest stays. The living/dining room combo is spacious and leads outside to your private screened-in patio featuring a relaxing above ground spa—perfect for unwinding for the weekend or hosting guests in your own outdoor retreat. Upstairs you'll find two additional bedrooms that are partially furnished and in closet laundry. Enjoy additional outdoor space with a private balcony located off the second Primary Bedrooms ideal for morning coffee or evening relaxation. Enjoy access to premium amenities including a resort-style pool, cabanas, fitness center, club house, on site restaurants, tennis and pickleball courts creating an unmatched vacation-style experience year-round.

2707 Camaro Drive, Kissimmee
$265,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Booked for an astounding 345 days out of 365 days in 2025! Stylish, spacious, and just minutes from Disney—this fully furnished 2-bedroom, 2.5-bathroom townhome with a very private patio is your dream retreat in a resort-style, guard-gated community! Nestled in the highly sought-after Regal Oaks at Old Town, this charming townhome offers the perfect blend of comfort, convenience, and short-term rental potential. Whether you're searching for an ideal Airbnb investment or a relaxing getaway near the magic of Central Florida, this home checks all the boxes. Step inside to discover a modern, open-concept layout with fully tiled flooring throughout the main level. The kitchen is sleek and inviting, featuring black granite countertops, stainless steel appliances, and ample cabinet space. It flows effortlessly into the dining area and the bright, airy living room, where double sliding glass doors open onto a secluded patio oasis. Surrounded by lush greenery, the patio boasts a private hot tub, a shaded dining area, and loungers for soaking up the Florida sun—perfect for quiet mornings or unwinding after a day at the parks. Also located on the main level is a convenient half bathroom for guests, along with a laundry closet tucked neatly away for ease of use. Upstairs, you'll find two generously sized bedrooms, each with its own ensuite bathroom for added comfort and privacy. The main suite features a luxurious king-sized bed, dual vanities, and a spacious walk-in shower. The second bedroom offers two double beds and an ensuite with dual sinks and a shower/tub combination, making it wonderfully versatile. Additional highlights include elegant barrel tile roofing that adds a touch of Mediterranean charm and thoughtful furnishings throughout—making this property truly turn-key and ready to enjoy. As part of the award-winning Regal Oaks community, you’ll have access to exceptional amenities, including a lakefront pool and sun deck, waterslides, hot tubs, poolside cabanas, tennis courts, a fitness center, and a stunning multi-million dollar clubhouse. Located just off US-192 and steps from Kissimmee’s iconic Old Town attraction, you're also close to fantastic shopping, dining, and just a short drive to Disney, Universal, and other top attractions. Best of all, the HOA dues cover exterior maintenance, roof care, exterior property insurance, and valet trash service, helping ensure a low-maintenance and carefree lifestyle whether you’re here full-time, part-time, or using it as a rental property. Don’t miss the opportunity to own in one of Central Florida’s most vibrant vacation destinations. Be sure to check out the 3D interactive tour, video and floor plan to explore this exceptional property from wherever you are!

2618 Roadster Lane, Kissimmee
Start Your Search