Regal Oaks At Old Town Homes with Pool Amenities

Regal Oaks At Old Town Homes with Pool Amenities

Welcome to Regal Oaks At Old Town, a stunning subdivision nestled in the heart of Kissimmee, Florida, within the beautiful Osceola County. This charming community is not just a place to live; it's a lifestyle that embodies the essence of Florida living. With its vibrant surroundings and close proximity to world-renowned attractions, Regal Oaks offers an ideal blend of relaxation and excitement.

One of the standout features of Regal Oaks is its exquisite homes, each designed with comfort and luxury in mind. Many of these residences boast private pool amenities, providing homeowners with the perfect oasis to unwind after a day of exploring the nearby attractions or soaking up the Florida sun. Imagine stepping out into your backyard to enjoy a refreshing swim or hosting family and friends for a delightful poolside gathering under the stars.

The community is beautifully landscaped, enhancing the picturesque setting that makes Regal Oaks a desirable place to call home. Residents enjoy access to a range of amenities, including a clubhouse, fitness center, and walking trails, fostering a sense of community and well-being.

Located just minutes from the iconic Walt Disney World, Universal Studios, and a plethora of shopping and dining options, Regal Oaks At Old Town perfectly balances serene living with the thrill of adventure. Whether you're looking for a vacation home or a permanent residence, this subdivision offers an enchanting escape that caters to all lifestyles. Discover the charm of Regal Oaks At Old Town, where your dream home awaits!

Newest Regal Oaks At Old Town Homes with Pool Amenities

$330,000
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Fully furnished and beautifully decorated 3-bedroom townhome in Regal Oaks at Old Town, a gated resort community where short-term rentals are permitted, just approximately 3 miles from the entrance to Walt Disney World. This two-story home features a spacious screened patio overlooking a wooded area, offering exceptional privacy and a peaceful setting for relaxing or entertaining. It offers 3 bedrooms and 2.5 baths. The open-concept main level features a granite kitchen with wood cabinetry and stainless-steel appliances, flowing into the dining and living areas. Sliding glass doors open to a screened lanai with a private hot tub, an upgraded feature beyond the standard unit in the community. A convenient half bath completes the first floor. The home features durable hard-surface flooring throughout with no carpet, and the interior was freshly painted in 2025. Upstairs, the primary suite includes a private bath with dual sinks, while two additional bedrooms share a second full bath. A full-size washer and dryer are also included. Owners and guests enjoy access to the extensive Regal Oaks resort amenities, including multiple pools with water slides, a spa, poolside bar, on-site restaurant and market, fitness center, tennis courts, game room, and gated entry. Currently operating as a short-term rental with an established booking history, the property is offered fully turnkey. The sale includes furniture, televisions, wall art, mirrors, décor, linens, towels, cookware, dinnerware, small appliances, and the existing appliances, washer, and dryer. The buyer may continue the existing rental operation, use the home as a personal vacation property, occupy it directly, or enjoy a combination of personal use and rental income. Prime location near Orlando's top attractions: Old Town adjoins the community, Fun Spot is approximately 0.5 mile away, Publix is about 1.2 miles, Celebration and Super Target approximately 3 miles, Premium Outlets approximately 7 miles, SeaWorld approximately 8.5 miles, and Universal Orlando approximately 12 miles. Sold as-is with right to inspect. Buyer and buyer's agent to independently verify all room dimensions, square footage, HOA fees, lease and rental restrictions, and regulations, etc.

5710 Olga Street, Kissimmee
$290,000
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Welcome to 2717 Bushman Drive, a turnkey, fully furnished vacation home in the highly sought-after Regal Oaks Resort at Old Town. Whether you're looking for a proven income-producing short-term rental, a vacation getaway, or a second home, this beautifully maintained 3-bedroom, 3-bath townhome is ready to go with existing future bookings already in place, allowing for a seamless transition to the next owner.Located just 13 minutes from Walt Disney World, this exceptional property is steps from the dining, shopping, and entertainment of Old Town Kissimmee and only minutes from the boutiques, restaurants, and year-round events of Downtown Celebration. This prime location continues to make Regal Oaks one of Central Florida's premier vacation destinations.Inside, you'll find an open-concept floor plan with a spacious living and dining area, a well-appointed kitchen with newer appliances, and three generously sized bedrooms. Offered fully furnished, this home is truly move-in or rental ready from day one. Step outside to your private screened lanai featuring a relaxing jacuzzi, the perfect place to unwind after a day at the parks.Owners and guests enjoy access to exceptional resort amenities including a stunning clubhouse, resort-style pool with waterslides, game room and arcade, fitness center, tennis and pickleball courts, on-site restaurant and poolside bar, market, and gated entry. With an unbeatable location, outstanding amenities, and immediate income potential, this is an exceptional opportunity to own a fully operational vacation rental in one of the Disney area's most desirable resort communities. Schedule your private showing today.

2717 Bushman Dr, 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 ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Beautifully updated and fully furnished 4-bed, 3-bath townhome in the desirable Regal Oaks Resort, just steps from Old Town and minutes from all major Orlando theme parks. This move-in-ready home features updated interior paint, updated carpet, new living and dining room furniture, and new TVs in every bedroom. All bedrooms include new furniture, and the downstairs bedroom has a new mattress. The open living/dining area connects to a modern kitchen with granite countertops and stainless steel appliances. A first-floor bedroom and full bath , while the upstairs primary suite features an en-suite bath with a garden tub and separate shower. The screened patio includes a private jacuzzi—perfect for relaxing after a day at the parks. Regal Oaks offers a resort-style clubhouse with a large pool, waterslides, fitness center, restaurant, tennis courts, and more. Excellent short-term rental opportunity in a prime Orlando location.

2771 Corvette Lane, 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
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