Regal Oaks At Old Town Homes with Tennis Court(s) Exterior Features

Regal Oaks At Old Town Homes with Tennis Court(s) Exterior Features

Welcome to Regal Oaks at Old Town, a charming subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This delightful community is not just a place to live; it’s a lifestyle that embodies the spirit of Florida’s sunshine and leisure. Regal Oaks is known for its picturesque surroundings and a warm, inviting atmosphere that makes it the perfect destination for families, retirees, and anyone looking to enjoy the best of Central Florida.

One of the standout features of homes in Regal Oaks is the luxurious tennis courts that enhance the community’s appeal. Imagine stepping out of your beautifully designed home and onto a pristine court, ready to enjoy a friendly match with neighbors or hone your skills in the sun. The tennis courts are not only a fantastic way to stay active but also serve as a social hub, where friendships flourish and memories are made.

The homes in Regal Oaks at Old Town boast a variety of architectural styles, each designed with comfort and elegance in mind. Many residences offer spacious layouts, modern amenities, and lush landscaping, creating an inviting ambiance that welcomes you home. With easy access to nearby attractions, shopping, and dining, you’ll find everything you need just moments away.

Experience the charm of Regal Oaks at Old Town, where tennis meets tranquility, and every day feels like a vacation. Come and discover your dream home in this exceptional community, where the sun shines bright, and the spirit of togetherness thrives.

Newest Regal Oaks At Old Town Homes with Tennis Court(s) Exterior Features

$299,800
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Welcome to 2725 Coupe Street, a fully furnished, turnkey 3-bedroom, 3-bathroom townhome located in the highly sought-after Regal Oaks Resort, just minutes from Walt Disney World and a short walk from the shopping, dining, and entertainment of Old Town Kissimmee. Whether you're searching for a vacation home, second home, or income-producing short-term rental, this property offers an outstanding combination of location, flexibility, and resort-style living. The thoughtfully designed floor plan is ideal for owners and vacation guests alike. The first floor features a queen bedroom and full bathroom, providing convenient accommodation without the need to use stairs. Upstairs you'll find a spacious king bedroom with private ensuite, along with a second bedroom featuring two twin beds and its own ensuite bathroom. The home also includes a fully equipped kitchen, comfortable living and dining areas, in-unit washer and dryer, multiple TVs, and is being offered fully furnished and ready for its next owner. Step outside to your private screened patio and hot tub, the perfect place to relax after a day at the theme parks. As an added advantage for investors, the property is already established as a vacation rental, giving a new owner the opportunity to continue operating in one of Central Florida's most popular tourism destinations. Regal Oaks provides an impressive collection of resort amenities, including a large, heated resort-style pool, dual waterslides, jacuzzi, poolside bar, restaurant, fitness center, tennis courts, business center, clubhouse, and gated entry. Even better, the resort amenities are only a short walk from the home. Location is where this property truly shines. Old Town is within walking distance, Walt Disney World is approximately 5 miles away, and Universal Orlando is approximately 13 miles away, with countless restaurants, shopping destinations, golf courses, and Central Florida attractions nearby. With its prime location, private hot tub, flexible 3-bedroom/3-bath layout, full furnishings, established vacation-rental use, and extensive resort amenities, this home offers the complete package. Schedule your private showing today and discover why Regal Oaks continues to be a favorite among Central Florida vacation-home owners and guests.

2725 Coupe Street, Kissimmee
$330,000
4 Beds ⋅ 4 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Turnkey 4BR/3.5BA End-Unit Villa in Regal Oaks Resort — Miles to Disney Renovated and carpet-free throughout, this 4-bedroom, 3.5-bath end-unit townhome in the gated Regal Oaks Resort offers sleeping capacity for up to 10 — an ideal short-term rental investment, second home, etc, just miles from the Walt Disney World entrance and walking distance to Old Town and Fun Spot. The home is currently operating as a successful short-term rental and conveys fully furnished — a true turnkey opportunity for a buyer to assume operations at closing. Each bedroom is fully furnished with a flat-screen TV, dresser, and closet. The home includes a spacious living area, fully equipped kitchen, and full-size washer/dryer. Dual master suites provide flexibility and privacy: a first-floor master with a Disney Mickey Mouse theme, queen bed plus extra-long twin, and full en-suite bath; and a second-floor master with a king bed, en-suite bath, walk-in closet, and private balcony. Two additional upstairs bedrooms share a third full bath. A half bath completes the main floor. Ownership includes access to Regal Oaks' resort-style clubhouse amenities: pools with water slides, spa, fitness center, tiki bar, on-site restaurant, game room, tennis courts, convenience shop, etc. Unbeatable location: several miles to Disney, 8.5 to SeaWorld, 12.3 to Universal. Old Town and Fun Spot are walkable; Celebration Town Center is 3 miles; Publix is 1.2 miles and Super Target 3 miles. Multiple golf courses and dinner shows are within 3–12 miles. Sold as-is with right to inspect. Buyer and buyer's agent to verify all room dimensions, square footage, HOA fees, lease restrictions, HOA regulation, etc

2700 Camaro Drive, Kissimmee
$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
$276,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Welcome to Regal Oaks Resort, one of Kissimmee's most desirable communities, ideally located next to Old Town and just minutes from Walt Disney World, shopping, dinning, and major attractions. this beautifully maintained 2 bedroom, 2.5 bath townhome is being sold fully furnished and is move in ready. One of the unique advantages of this property is its flexibility. Whether you are looking for a primary residence, a vacation home, a long term rental investment, or a short term vacation rental, this property offers endless possibilities. Unlike many resort communities, Regal Oaks allows owners to enjoy the home year round or take advantage of income producing rental opportunities. The home features an open and inviting floor plan, spacious bedrooms with private bathrooms, a convenient half bath on the main level, and tasteful furnishings throughout. Turnkey and ready for immediate occupancy or rental use, this property is an excellent opportunity to both homeowners and investors. Residents and guests enjoy resort style amenities including: guard gated 24/7, a community pool, water slides, clubhouse, restaurant, fitness center, tennis courts, and more. With its prime location in the heart of Central Florida's tourism corridor and the flexibility to fit a variety of lifestyles and investment goals, this is a rare opportunity you won't want to miss. Schedule your private showing today!

2670 Corvette Lane, Kissimmee
$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
$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
Start Your Search