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

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

Welcome to Regal Oaks at Old Town, a vibrant subdivision nestled in the heart of Kissimmee, Florida, within scenic Osceola County. This charming community is renowned for its inviting atmosphere, making it an ideal place for families, retirees, and everyone in between. Regal Oaks boasts a unique blend of modern amenities and classic Southern charm, offering residents a lifestyle that is both comfortable and engaging.

One of the standout features of Regal Oaks is its impressive homes, many of which come equipped with private tennis courts. Whether you're a seasoned player or just looking to enjoy a friendly match with family and friends, these courts provide the perfect setting for active living. Imagine stepping out of your beautifully appointed home and onto your very own tennis court, where you can soak in the Florida sunshine while staying fit and having fun!

In addition to the tennis courts, Regal Oaks offers a wealth of community features designed to enhance your living experience. Residents can take advantage of resort-style amenities, including a sparkling swimming pool, lush green spaces, and walking trails that encourage outdoor exploration. The community is also conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a stone's throw away.

At Regal Oaks at Old Town, you’re not just buying a home; you’re investing in a lifestyle filled with leisure, recreation, and community spirit. Come discover the charm of this exceptional neighborhood and find your dream home today!

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

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
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
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
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
2679 Corvette Lane, Kissimmee
$318,500
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
PRICED TO SELL! MOVE-IN & VACATION-RENTAL READY! This beautifully upgraded 3-BEDROOM END-UNIT TOWNHOME is located in REGAL OAKS RESORT’S NEWEST CONSTRUCTION PHASE, where a more contemporary floor plan and distinctive design features set these homes apart from earlier phases of the community. Thoughtfully upgraded and exceptionally well maintained, this property combines a modern layout with a desirable conservation setting. The main level features a TRUE OPEN-CONCEPT FLOOR PLAN, with the living room, dining area and kitchen fully integrated into one expansive living space with NO DIVIDING WALLS. TWO OVERSIZED THREE-PANEL SLIDING GLASS DOORS fill the room with abundant natural light and create a seamless connection to the screened lanai and protected conservation area. A modern SINGLE-LEVEL GRANITE COUNTERTOP, Stainless-Steel GE Appliances, and ample cabinetry complete the kitchen while preserving the clean, uninterrupted flow of the entire space. As an END UNIT, the home also enjoys additional natural light through an OVERSIZED STAIRCASE WINDOW, a distinctive architectural feature that brightens the staircase and surrounding interior. The entire first floor is dedicated to living, dining and entertaining, while ALL THREE BEDROOMS ARE LOCATED ON THE SECOND FLOOR, creating a comfortable separation between social and private spaces. LUXURY VINYL FLOORING extends throughout the entire second floor and staircase, including all bedrooms. The spacious OWNER’S SUITE OVERLOOKS THE PROTECTED CONSERVATION AREA, providing a peaceful and private setting with NO REAR NEIGHBORS. The bathrooms feature upgraded QUARTZ COUNTERTOPS, while custom accent walls, updated lighting, and carefully selected finishes add character throughout the home. A newer GE WASHER AND DRYER and upgraded furnishings further enhance its move-in-ready appeal. The home is being sold FULLY FURNISHED and tastefully decorated for personal enjoyment or immediate vacation-rental use. Regal Oaks is one of Central Florida’s most desirable VACATION-RESORT COMMUNITIES, featuring an impressive clubhouse and a beautiful ZERO-ENTRY RESORT-STYLE POOL overlooking the lake. Amenities also include a FITNESS CENTER, TENNIS COURTS, an ON-SITE RESTAURANT, and a POOLSIDE BAR, creating a true resort experience just minutes from Orlando’s world-famous attractions. Another valuable advantage is NO CDD FEES. Ideally located near WALT DISNEY WORLD, CELEBRATION, SUNSET WALK, and MARGARITAVILLE RESORT ORLANDO, with convenient access to Disney Springs, shopping, dining, and I-4. Ideally suited as a PRIMARY RESIDENCE, SECOND HOME, OR INCOME-PRODUCING VACATION PROPERTY, this home combines the comfort and finishes of a residential property with the flexibility of Regal Oaks’ short-term-rental zoning and resort lifestyle. Ask about the lender credit available through the preferred lender for qualified buyers and schedule your private showing today for a chance to own this beautiful home in a desirable location!

2679 Corvette Lane, Kissimmee
2670 Corvette Lane, 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. BONUS FEATURE! Enjoy your own private outdoor spa/jacuzzi nestled within the enclosed screened patio, a perfect place to relax, unwind and enjoy your own private retreat, an added amenity that makes this property even more special. 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. Property is actively enrolled in a short term rental program. Please contact the listing agent to confirm availability before scheduling a showing, as the property may be occupied by guests. Schedule your private showing today!

2670 Corvette Lane, Kissimmee
2705 Impala Lane, Kissimmee
$330,000
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Welcome home to this beautifully updated fully furnished 3/2.5 property inside the highly sought-after Regal Oaks Resort, located right next to Old Town in the heart of Kissimmee! This home features a fully renovated kitchen showcasing new cabinets, elegant quartz countertops, brand-new appliances, and a stylish breakfast bar accented with modern pendant lighting — perfect for casual dining or entertaining guests. Say goodbye to carpet throughout: durable, low-maintenance vinyl plank flooring flows seamlessly through all bedrooms, hallway and staircases, offering both style and easy upkeep. The entire home has been thoughtfully furnished with updated furniture, making it truly move-in ready, and includes a dedicated work-from-home desk and chair — perfect for remote work or studying, The home is ideal as a turnkey short-term rental investment. Residents and guests enjoy access to a resort-style clubhouse featuring a large pool with thrilling water slides, a relaxing spa, game room, fully equipped gym, on-site restaurant, and a fun tiki bar — resort living right at home! Regal Oaks Resort offers an unbeatable location just minutes from Disney's theme parks, with easy access to world-class entertainment, dining, and shopping at Old Town and beyond. Whether you're searching for the perfect investment property or a vacation home in one of Central Florida's premier resort communities, this is an opportunity you don't want to miss — schedule your private showing today! All measurements and dimensions are approximate. While we have made every effort to provide accurate information, buyer and buyer's agent are responsible for independently verifying all dimensions, measurements, square footage, HOA fees, rental restrictions, and any other community guidelines directly with the HOA.

2705 Impala Lane, Kissimmee
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