Regal Oaks At Old Town Real Estate

Regal Oaks At Old Town Real Estate

Welcome to Regal Oaks at Old Town, a vibrant and picturesque subdivision nestled in the heart of Kissimmee, Florida, within the enchanting Osceola County. This charming community offers a perfect blend of modern living and classic Floridian charm, making it an ideal destination for families, retirees, and investors alike.

Regal Oaks is renowned for its beautifully designed townhomes, featuring spacious layouts and contemporary finishes that cater to a variety of lifestyles. Each residence is thoughtfully crafted to provide comfort and convenience, with many homes boasting private patios and lush landscaping that enhance the outdoor living experience. The community amenities are second to none, including a stunning resort-style pool, a state-of-the-art fitness center, and a welcoming clubhouse, perfect for social gatherings and events.

One of the standout features of Regal Oaks at Old Town is its prime location. Just a stone's throw away, you’ll find the iconic Old Town entertainment district, which offers a delightful mix of shopping, dining, and entertainment options. Whether you’re looking to enjoy a leisurely stroll along the charming streets, indulge in delicious cuisine, or experience the thrill of amusement rides, Old Town has something for everyone.

Furthermore, Regal Oaks is conveniently situated near major highways, providing easy access to world-class attractions like Walt Disney World, Universal Studios, and more. With its appealing atmosphere, strong sense of community, and proximity to exciting entertainment options, Regal Oaks at Old Town truly represents the best of Florida living. Come and discover your dream home in this idyllic community today!

Newest Listings in Regal Oaks At Old Town

2669 Roadster Lane, Kissimmee
$259,999
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
The ultimate turnkey income generator near Disney! This immaculate 2-bedroom, 2.5-bathroom (1,350 sq ft) in the gated Regal Oaks community represents the sweet spot for vacation rental bookings. The welcoming, open-concept design flows flawlessly from the kitchen into the main living spaces, showing incredibly clean and bright. Step onto your private, screened back patio to find the ultimate guest favorite: a PRIVATE Jacuzzi spa. Guests and owners are just a short stroll from top-tier resort amenities, including a massive clubhouse, ZAC's Sports Bar & Grill, two heated pools with thrilling dual waterslides, a fitness center, tennis courts and a game arcade. UNBEATABLE location only a short walk to Old Town's shopping and multiple dining options, and a lightning-fast drive to Orlando's premier theme parks. Don't wait—Fully furnished and turnkey-secure this HIGH-PERFORMING asset today!

2669 Roadster Lane, Kissimmee
2738 Coupe Street, Kissimmee
$324,000
4 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Welcome to your own slice of Florida paradise! This beautifully furnished 4 bedroom, 3 bathroom townhome in Regal Oaks Resort Community combines the comforts of home with a vacation-inspired lifestyle, just minutes from Walt Disney World and close to Central Florida’s popular attractions, shopping, dining, and entertainment. Step inside to an inviting open-concept floor plan where the living, dining, and kitchen areas flow seamlessly together, creating a comfortable setting for gathering with guests or unwinding after a day of adventure. The kitchen features stainless steel appliances, granite countertops, and ample space to prepare everything from a quick breakfast before the parks to a relaxed dinner at home. Offered FULLY FURNISHED, this townhome makes it easy to settle in and start enjoying the Florida lifestyle. The first floor includes a convenient guest bedroom and full bathroom, providing flexibility for visitors who prefer downstairs accommodations, along with a laundry closet for everyday convenience. Upstairs, the spacious primary suite offers a peaceful retreat with an en-suite bathroom featuring a garden tub, perfect for a relaxing soak at the end of the day. Two additional bedrooms and another full bathroom provide comfortable accommodations for family and guests. Outside, your screened rear patio invites you to slow down and enjoy the warm Florida weather. With your own private hot tub, this outdoor retreat is the perfect place to recharge after exploring the attractions or spend a quiet evening under the stars. Regal Oaks brings the resort experience right to your doorstep with a beautiful pool overlooking the lake, waterslides, a poolside bar and grill, onsite restaurant, fitness center. Enjoy an afternoon by the pool, a casual meal with friends, or a relaxing evening taking in the community’s scenic surroundings. Nearby Old Town adds even more opportunities for shopping, dining, and entertainment, while the convenient Kissimmee location puts Orlando-area adventures within easy reach. Discover a welcoming home where spacious living, private outdoor relaxation, and resort amenities come together!

2738 Coupe Street, Kissimmee
2715 Coupe Street, Kissimmee
$319,000
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Escape to one of the most desirable resort community with this beautifully maintained 3-bedroom, 2.5-bath townhome, and a private screened lanai with jacuzzi, creating the perfect setting to relax after a day of enjoying Central Florida's world-famous attractions. Step inside to discover a bright, open-concept floor plan designed for comfort and entertaining. The spacious kitchen flows seamlessly into the living and dining areas, while large windows invite natural light. Upstairs, the primary suite serves as a private retreat with balcony, featuring an en-suite bath with a generous walk-in shower. Whether you're seeking a vacation home, short-term rental investment, or full-time residence, this property offers the flexibility for the want of today's buyers. Located within the gated Regal Oaks Resort, owners and guests enjoy exceptional amenities including a resort-style pool with exciting water slides, clubhouse, restaurant, fitness center, tennis courts, and more. Imagine starting your mornings with peaceful setting and ending your evenings soaking in your private jacuzzi under the screened lanai. All of this just minutes from Disney, premier shopping, dining, and entertainment. Highlights: Tile roof... Private screened lanai with jacuzzi spa... Corner unit... 3 Bedrooms 2.5 Bathrooms... Open concept living and entertaining spaces... Inside laundry... Gated and guarded resort community with top-tier amenities... Ideal as a vacation home, investment property, or primary residence... Minutes from Disney, dining, shopping, and attractions. Don't miss your opportunity to own the community's best-valued townhome.

2715 Coupe Street, Kissimmee
2706 Impala Lane Unit 2706, Kissimmee
$304,900
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Virtually Staged. Discover the perfect blend of luxury, relaxation, and investment potential at Regal Oaks Resort. Just minutes from Disney and the charming shops and restaurants of Celebration and Old Town, this is a beautifully located 3-bedroom, 2.5-bathroom townhome. Step inside and appreciate the upgraded marble flooring throughout the living and dining areas, complemented by beautifully upgraded stairs that add an elegant touch to the home. Enjoy effortless resort living with an array of amenities at your fingertips, including a stunning resort pool with waterslide, onsite restaurant and bar, spa, fitness center, tennis courts, arcade, and concierge services. Inside, the spacious townhome provides a comfortable and elegant retreat with generous living and dining areas, convenient laundry, and plenty of room to entertain family and friends. Situated in a gated community with short-term rental opportunities, this property offers the flexibility to e your personal luxury getaway, a vacation home, or an income-producing investment. Management options are available for a truly hands-off ownership experience.

2706 Impala Lane Unit 2706, Kissimmee
2783 Corvette Lane, Kissimmee
$350,000
4 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Turnkey and fully furnished 4-bedroom, 3-bathroom home in the sought-after Regal Oaks Resort community, just minutes from Old Town Kissimmee and Central Florida's major theme parks. Unwind on your own private screened-in lanai complete with a hot tub, the perfect spot to relax after a day at the parks. This move-in-ready home offers incredible flexibility: use it as a short-term/vacation rental, long-term rental, or primary residence. Regal Oaks is a resort-style community zoned for short-term rentals, featuring a clubhouse with fitness and business centers, a lakeside pool with dual water slides and a zero-entry kids' area, a jacuzzi, tennis courts, and an on-site restaurant with live entertainment. The HOA covers exterior maintenance, roof and lawn care, cable, internet, trash, and pest control, making this a true low-maintenance investment or home. Whether you're seeking a vacation getaway, an income-producing rental, or a full-time residence near the magic of Orlando, this Regal Oaks gem checks every box. Schedule your private showing today!

2783 Corvette Lane, Kissimmee
2725 Coupe Street, Kissimmee
$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
2702 Corvette Lane, Kissimmee
$315,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Enjoy resort style Florida living in this fully furnished 2 bedroom, 2 bathroom lakefront townhome, just minutes from Disney World and Central Florida’s top attractions. The open floor plan offers a comfortable living room, dining area, and kitchen with no carpet throughout. The primary bedroom features a private balcony overlooking the beautiful pond and fountain. Step outside to the screened-in, enclosed patio with a hot tub perfect for relaxing and enjoying the Florida weather. The community offers fantastic resort style amenities including a restaurant, clubhouse, pool, gym and water slide, making this an ideal vacation home or investment property. With its lakefront setting, prime location, full furnishings and potential rental income, this townhome offers the perfect combination of comfort, convenience and Florida resort living. Call now for your private tour.

2702 Corvette Lane, Kissimmee
2700 Camaro Drive, Kissimmee
$309,900
4 Beds ⋅ 4 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Motivated seller! 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
5710 Olga Street, Kissimmee
$315,000
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
2774 Corvette Lane, Kissimmee
$300,000
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Great investment opportunity in the highly sought-after Regal Oaks Resort, a gated community ideally located near Central Florida’s world-famous attractions. This fully furnished 3-bedroom, 2.5-bath luxury townhome offers an open-concept floor plan designed for both comfort and vacation living.The main level features a spacious living and dining area, a well-appointed kitchen with granite countertops, and a convenient powder room. Sliding glass doors lead to a private screened-in lanai featuring a heated spa and sun loungers, creating the perfect space to relax and enjoy the Florida lifestyle.Regal Oaks offers an impressive selection of resort-style amenities, including a state-of-the-art clubhouse, resort pools with dueling water slides, poolside bar and snack bar, cabanas, restaurant and lounge, fitness center, tennis court, and convenience store. HOA services include cable TV, internet, exterior and grounds maintenance, pest control, guard-gated entrance, and valet trash.The community allows short-term rentals and may also be enjoyed as a second home or primary residence, offering excellent flexibility for owners. With its desirable location and strong appeal among vacation guests, this property presents an excellent opportunity to own a fully furnished home in one of the area’s most popular resort communities.

2774 Corvette Lane, Kissimmee
2739 Coupe Street, Kissimmee
$304,900
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Beautiful TURN-KEY FULLY FURNISHED TOWNHOME in one of Orlando's premiere vacation rental resort destinations only minutes from famous Walt Disney World parks. The home is ideal as a Primary Residence, Vacation Home or Investment property. This INCOME PRODUCING PROPERTY at Regal Oaks is featuring a Functional floor plan perfectly designed for a relaxing lifestyle and unforgettable getaway experience. The residence showcases PRIME LOCATION within a short walk to the CLUBHOUSE and one of the best resort amenities in town. Once inside, you can feel the abundance of natural light, modern finishes and tasteful décor. The first floor is open and welcoming, with a combined kitchen and living room along with dining area - great for guest entertaining. Fully equipped KITCHEN is featuring GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES and all kitchenware for pleasant cooking experience. Inviting breakfast cafe and a closet pantry complete the kitchen. DURABLE CERAMIC TILE floors throughout main living areas downstairs including kitchen, dining room and living room. LAUNDRY CLOSET on the first floor with BRAND NEW WASHER and DRYER included in the Sale. OWNER'S SUITE is on the second floor and 2 guest bedrooms with an additional full bathroom are upstairs. Step outside to experience private resort-like settings offering SCREENED-IN PORCH to enjoy a breakfast, a cup of coffee or a homemade dinner; a JETTED ABOVE GROUND TUB is included in the purchase. The HOA fees cover: lawn service, trash pick-up, maintenance of the exterior, guard-gated entry into the community, use of all amenities - the clubhouse, gym, games room, community pool, sports courts. Only minutes from all world-famous Disney parks and major attractions, variety of dining options and shopping; walking distance to popular Old Town Kissimmee, 5 min drive to most walkable town of Celebration and close to Hwy 192, Margaritaville resort and Sunset Walk, H20 Water Park, Studio Movie Grill. Home is also close to the major airports, popular sand beaches, and nearby championship public golf courses. Enjoy luxury vacations and own premier income producing property at the same time. Complimentary $400 value professional photo package comes as a bonus if a future homeowner anticipates using the investment as Airbnb. Transferable Home Warranty. *** Ask about the lender credit available through the preferred lender for qualified buyers. We welcome you to schedule a private showing and to check it out!

2739 Coupe Street, Kissimmee
2711 Coupe Street, Kissimmee
$260,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Fully furnished 2-bedroom, 2.5-bath townhome in Regal Oaks Resort, conveniently located next to Old Town and minutes from Central Florida’s top attractions, shopping, dining, and entertainment. The home features a private rear setting with mature trees providing a natural privacy buffer from neighboring properties. The main level includes an open living and dining area, a well-appointed kitchen with stainless steel appliances and granite countertops, and convenient access to the outdoor living space. Upstairs, both bedrooms feature private en-suite bathrooms, making the layout ideal for both owners and guests. Regal Oaks offers resort-style amenities, including a pool complex, renovated ZAC’s Sports Bar & Grill, clubhouse, and more. Whether you’re looking for a vacation property, investment opportunity, or your own Central Florida getaway, this furnished townhome offers a convenient location within one of the area’s established resort communities.

2711 Coupe Street, Kissimmee
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