Regal Oaks At Old Town Homes with Sidewalk Exterior Features

Regal Oaks At Old Town Homes with Sidewalk Exterior Features

Welcome to Regal Oaks At Old Town, a charming subdivision located in the heart of Kissimmee, FL, in Osceola County. This community is known for its picturesque surroundings and convenient location near the vibrant Old Town area.

Regal Oaks At Old Town offers a variety of homes with sidewalk exterior features, perfect for those who enjoy a stroll through the neighborhood or a morning jog. The sidewalks not only add to the aesthetic appeal of the community but also provide a safe and pedestrian-friendly environment for residents.

Living in Regal Oaks At Old Town means being part of a welcoming community where neighbors become friends and every street exudes a sense of warmth and tranquility. With easy access to local amenities, shopping, dining, and entertainment options, residents can enjoy a comfortable and convenient lifestyle.

Whether you are looking for a cozy starter home, a spacious family residence, or a tranquil retreat, Regal Oaks At Old Town has something for everyone. Come and discover the beauty and charm of this lovely subdivision in Kissimmee, FL, where sidewalk-lined streets and friendly neighbors await you.

Newest Regal Oaks At Old Town Homes with Sidewalk Exterior Features

$270,000
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
$358,900
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
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
$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
$295,000
4 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
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
$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
$275,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Very well priced, well located unit. Stunning 2 bedroom 2.5 bath townhome in the very popular gated community of Regal Oaks. Minutes from Walt Disney Resort, restaurants and shopping. Open floor plan main floor with granite counter top kitchen, laundry and powder room. Sliding doors to 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. Very open and private view. State of the art Clubhouse with restaurant, lounge, games room, fitness center, convenience store and tennis court. This stunning newly renovated 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!

2663 Roadster 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
$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
$340,000
4 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Disney World Resort! Located in the heart of Kissimmee near Orlando’s top attractions, this income-producing property is ideal for Airbnb, VRBO, or personal use. Designed with both guests and owners in mind, this home features an open-concept layout with durable wood-look flooring, a bright kitchen with granite countertops, and a spacious living and dining area perfect for entertaining. The layout comfortably accommodates larger groups, making it highly desirable for vacation rentals in the Disney/Orlando market. A standout feature of this property is its professionally themed, Disney-inspired interior, creating a memorable guest experience that drives strong reviews and repeat bookings. The main level includes a bedroom and full bathroom, offering convenience and flexibility for multi-generational guests. Upstairs, the private primary suite provides a relaxing retreat, while additional themed bedrooms continue to elevate the home’s rental appeal in a competitive short-term rental market. Step outside to your private screened-in patio with hot tub, a premium amenity that enhances guest satisfaction and booking potential year-round. Located just minutes from Old Town Kissimmee and a short drive to Universal Orlando Resort and SeaWorld Orlando, this property offers unbeatable access to Central Florida’s most visited destinations, shopping, dining, and Orlando International Airport. Regal Oaks Resort amenities include a gated entrance, lakefront pool with water slides, fitness center, tennis courts, and on-site dining—making this one of the most desirable vacation rental communities in Kissimmee near Disney. Fully turnkey and has DOZENS OF BOOKINGS ALREADY IN PLACE THROUGHOUT 2026 AND BEYOND!—this is a rare opportunity to own a high-demand short-term rental in the Disney area with proven guest appeal.

2720 Roadster, Kissimmee
$285,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
*Discover Your Dream Getaway in Regal Oaks!* This stunning and fully furnished 2-bedroom townhouse offers a harmonious blend of comfort, style, and convenience. Each bedroom features a private en-suite bathroom, providing guests with the ultimate in relaxation and privacy during their stay. Step inside to find a thoughtfully designed living space adorned with modern decor and high-quality furnishings, ensuring a welcoming atmosphere for both you and your guests. The well-appointed kitchen is a chef's delight, featuring sleek stainless steel appliances, including a refrigerator, microwave, dishwasher, and range, perfect for preparing meals and entertaining family and friends. Outside, indulge in your own personal oasis with a hot tub, ideal for unwinding after a thrilling day at the nearby theme parks or exploring the many attractions Central Florida has to offer. Nestled within the highly sought-after Regal Oaks community, residents enjoy access to an array of resort-style amenities, including a sparkling community pool, a welcoming clubhouse, a fitness center, and recreational facilities. The community’s lush landscaping and tranquil atmosphere make it a perfect retreat from the hustle and bustle of everyday life. This townhouse is not only a wonderful vacation retreat but also an income-producing property, currently enrolled in a successful short-term rental program. This presents a fantastic investment opportunity for those looking to generate rental income while enjoying the benefits of ownership in a prime location. Conveniently located just a short drive from the charming town of Celebration, you’ll have easy access to a variety of delightful restaurants, boutique shops, and vibrant local events. With Walt Disney World, Universal Studios, and other major attractions just minutes away, this property serves as an ideal base for your adventures in the heart of Florida. Don’t miss out on this incredible opportunity to own a slice of paradise in Kissimmee. Schedule your private showing today and experience everything this exceptional townhouse and community have to offer!

2634 Corvette Lane, Kissimmee
$273,880
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Premium 3-Bedroom Townhome in Regal Oaks Resort – Minutes from Disney! Here’s your chance to own a beautifully furnished, turnkey 3-bedroom, 2.5-bathroom townhome in the Regal Oaks Resort Community in Kissimmee — just minutes from Walt Disney World, Universal Studios, SeaWorld, and countless shopping, dining, and entertainment destinations. Whether you’re looking for the perfect vacation retreat or a smart short-term rental investment, this property checks every box! ?? Property Features Fully furnished two-story townhome — move-in or rent-ready! Bright, open-concept floor plan with spacious living and dining areas Modern kitchen with updated appliances and ample counter space Convenient office nook and indoor laundry closet located on the first floor New laminate flooring throughout the second floor and staircase Upstairs, you’ll find: A large primary suite featuring a walk-in closet, private bathroom with a soaking tub and separate shower, and serene views of the community pond and pool area Two additional bedrooms, each with their own closets, sharing a well-appointed second full bathroom ?? Resort-Style Amenities Regal Oaks Resort offers everything you could dream of in a vacation lifestyle: Expansive swimming pool with water slide and cabanas Spacious sun deck with lounge areas and outdoor bar On-site restaurant and sports bar inside the clubhouse Game room, fitness center, and mini convenience store HOA fees include: Internet, cable, and trash service Short-term rental friendly – resort management can assist with bookings and maintenance! ?? Don’t Miss Out With the holiday season approaching, now is the perfect time to secure your Florida getaway or investment property. Schedule a private showing today and discover why Regal Oaks is one of the most sought-after resort communities in Central Florida. Make this stunning townhome yours today!

5702 Delorean Drive, Kissimmee
Start Your Search