Regal Oaks At Old Town Real Estate

Regal Oaks At Old Town Real Estate

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

Regal Oaks is renowned for its stunning townhome designs, featuring spacious layouts that cater to both comfort and convenience. Each residence is thoughtfully crafted with modern finishes, open floor plans, and private outdoor spaces, allowing residents to enjoy the beautiful Florida weather year-round. The community is accentuated by lush landscaping and serene surroundings, creating a tranquil atmosphere that feels like a retreat.

One of the standout features of Regal Oaks is its prime location. Just a stone's throw away from the iconic Old Town, residents can indulge in a variety of dining, shopping, and entertainment options. Whether you're looking to experience the lively atmosphere of local festivals, take a leisurely stroll along the charming streets, or enjoy thrilling rides at nearby theme parks, everything is within easy reach.

In addition to its proximity to attractions, Regal Oaks boasts a wealth of community amenities. Residents can take advantage of the sparkling swimming pool, fitness center, and clubhouse, perfect for social gatherings and relaxation. The community also fosters a strong sense of camaraderie, making it easy to forge lasting friendships with neighbors.

Discover the allure of Regal Oaks at Old Town, where vibrant living meets serene surroundings, all in the heart of Kissimmee. Your dream home awaits!

Newest Listings in Regal Oaks At Old Town

3 Beds ⋅ 3 Baths ⋅ L4964465 MLS ⋅ N/A BLDG.

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

2 Beds ⋅ 3 Baths ⋅ O6434097 MLS ⋅ 2702 BLDG.

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

4 Beds ⋅ 4 Baths ⋅ O6434044 MLS ⋅ Na BLDG.

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

3 Beds ⋅ 3 Baths ⋅ O6433292 MLS ⋅ Na BLDG.

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

3 Beds ⋅ 3 Baths ⋅ S5155726 MLS ⋅ Na BLDG.

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

2 Beds ⋅ 3 Baths ⋅ O6433749 MLS ⋅ 2683 BLDG.

Welcome to 2683 Corvette Ln, a beautifully updated and fully furnished 2-bedroom, 2.5-bath townhome in the gated Regal Oaks Resort community, ideally located just minutes from Old Town, Celebration, Disney, and Central Florida's world-class attractions. This spacious two-story home features an open floor plan, fresh interior paint, luxury vinyl plank and tile flooring, and a well-appointed kitchen with granite countertops, wood cabinetry, stainless steel appliances, and a stylish backsplash. Upstairs, you'll find two spacious primary suites, each offering comfort and privacy. Recent updates include a brand-new A/C system with UV air purification, new electrical outlets, contemporary ceiling fans, and a new washer and dryer. Step outside to the screened-in private lanai featuring a 5-person jacuzzi and peaceful conservation views with no rear neighbors. The home is being offered completely furnished and decorated, making it an excellent opportunity for a vacation home, investment property, or primary residence. Regal Oaks offers resort-style amenities including a tropical community pool, clubhouse, fitness center, playground, arcade, billiards, on-site restaurant and bar, and 24-hour gated security. Enjoy the best of Central Florida living with shopping, dining, entertainment, and major theme parks all close by!

2683 Corvette Lane, Kissimmee

3 Beds ⋅ 3 Baths ⋅ S5155453 MLS ⋅ 2739 Coupe St BLDG.

Beautiful TURN-KEY FULLY FURNISHED TOWNHOME in one of Orlando's premiere vacation rental resort destinations. 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. We welcome you to schedule a private showing and to check it out!

2739 Coupe Street, Kissimmee

2 Beds ⋅ 3 Baths ⋅ O6432726 MLS ⋅ 2711 BLDG.

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

3 Beds ⋅ 3 Baths ⋅ S5154623 MLS ⋅ 2679 BLDG.

Discover the Perfect Blend of Comfort, Style, and Investment Potential with this beautifully updated Corner-Unit townhome in Regal Oaks Resort, one of Central Florida's most sought-after Gated vacation rental communities. PRICED to SELL! Built during resort's newest phase, this rare 3 Bedroom End-unit townhome offers a more Contemporary Design and layout than many of the earlier homes in the community. Thoughtfully updated throughout, the home features Elegant Decorative Wood Accent Walls, Stylish Wallpaper, Upgraded Lighting, Modern Fixtures, Premium Faucets and Shower Systems, and beautiful Luxury Vinyl Flooring throughout the entire second floor and staircase, creating a Warm, Contemporary Atmosphere with exceptional durability and easy maintenance. Large windows throughout the home fill every living space with Abundant Natural Light, creating a Bright, Open, and Inviting atmosphere. The spacious open-concept floor plan seamlessly connects the living room, dining area, and kitchen, creating an inviting space for entertaining or relaxing after a day at the parks. The kitchen features Granite Countertops, Stainless-Steel GE Appliances and ample cabinet space. The laundry area includes a modern GE Washer and Dryer, while the home's GE appliances provide quality and consistency throughout the kitchen. Upstairs, the Spacious Owner's Suite overlooks the protected Conservation Area and offers a Private En-suite bathroom with dual vanities, a relaxing soaking garden tub, and peaceful preserve views. Two additional guest bedrooms and another full bathroom comfortably accommodate family and guests. The Screened Lanai provides a peaceful outdoor retreat overlooking the protected preserve, offering privacy with No Rear Neighbors. The home is being sold FULLY FURNISHED and tastefully DECORATED, making it completely Move-In Ready for personal enjoyment or immediate vacation rental use. Regal Oaks Resort offers an outstanding resort lifestyle with a beautiful Clubhouse, resort-style Swimming Pool with Water Slide, Fitness Center, Tennis Courts, Restaurant, Poolside Bar, Arcade, Scenic Lakes, Walking Trails, and 24-hr Guard-Gated security. Daily Valet Trash Collection, Exterior Maintenance, and Lawn Care are all included through the HOA, allowing owners to enjoy a truly low-maintenance ownership experience. Another valuable advantage is that Regal Oaks has no Community Development District (CDD) fees, helping reduce annual ownership costs compared to many competing resort communities. Ideally located in the heart of Kissimmee—Central Florida's Premier Destination for Vacation Homes—the property is approximately 9 miles from Disney Springs and offers convenient access to Walt Disney World, Universal Orlando Resort, Celebration, Sunset Walk, Margaritaville Resort Orlando, Island H2O Water Park, championship golf courses, shopping, dining, and I-4. This property is an established, income-producing vacation rental with an excellent rental history, Outstanding Guest Reviews & Future Reservations already in place. Subject to management continuity existing reservations may transfer to the new owner, allowing rental income to continue immediately after closing with $400 value photo package. Whether you're searching for a FL vacation home or a proven investment in one of Orlando's strongest vacation rental markets, this exceptional Regal Oaks property offers an outstanding opportunity.

2679 Corvette Lane, Kissimmee

3 Beds ⋅ 3 Baths ⋅ O6425284 MLS ⋅ 2717 BLDG.

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

4 Beds ⋅ 3 Baths ⋅ O6423375 MLS ⋅ 2724 BLDG.

Stunning 4 bedroom 3 bath townhome in the very popular gated community of Regal Oaks. Minutes from Walt Disney Resort, restaurants and shopping. Very quiet and private setting backing up to nature preserve. Open floor plan main floor with granite counter top kitchen, laundry and powder room. Freshly painted interior with accent walls. Turnkey furnished with contemporary furnishings. Fully equipped kitchen. Sliding doors to very private over sized lanai with heated hot tub. Second floor with 2 ensuite bedrooms and baths. Top of the line amenities with resort style zero entry pool, water slide, pool bar and cabanas. State of the art Clubhouse with restaurant, lounge, games room, fitness center, convenience store and tennis court. This stunning upgraded deluxe townhome is an investment opportunity in the highly sought-after gated community of Regal Oaks at Old Town. With professional property management already in place, it offers a hassle-free ownership experience and rental potential. Please note, this property is specifically tailored for investors seeking a rental asset. Located adjacent to Old Town and just a ten-minute drive to Walt Disney World Resort, this home combines a prime location with rental income prospects. The management team provides comprehensive services, including marketing, property upkeep, guest check-ins, thorough cleaning, communication, licensing, tourist taxes, insurance, and ongoing maintenance. The office is conveniently situated within the Clubhouse premises, ensuring seamless support and oversight. Additional support includes assistance with financial statements, current market analysis, and insights into the State of the Market, empowering you to make informed investment decisions. Don’t miss this opportunity to grow your real estate portfolio with a beautifully upgraded, professionally managed rental home in a prime Florida location. Contact us today to learn more!

2724 Coupe Street, Kissimmee

2 Beds ⋅ 3 Baths ⋅ S5151766 MLS ⋅ . BLDG.

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

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