Regal Oaks At Old Town Homes with Pool Community Features

Regal Oaks At Old Town Homes with Pool Community Features

Welcome to Regal Oaks at Old Town, a vibrant and inviting subdivision nestled in the heart of Kissimmee, Florida. This charming community offers a unique blend of comfort, style, and convenience, making it the perfect place to call home. With its prime location in Osceola County, residents enjoy easy access to all that Central Florida has to offer, from world-renowned theme parks to stunning natural landscapes.

Regal Oaks at Old Town boasts an array of beautifully designed homes, many of which feature private pools, perfect for soaking up the Florida sun or hosting family gatherings. The community is known for its family-friendly atmosphere, making it an ideal choice for those seeking a welcoming neighborhood. The well-maintained properties reflect a commitment to quality and aesthetics, ensuring that residents can enjoy a picturesque environment year-round.

In addition to the stunning homes, Regal Oaks offers a wealth of community features that enhance the living experience. Residents can take advantage of the resort-style amenities, including a clubhouse, fitness center, and recreational areas, all designed to foster a sense of community and well-being. The proximity to Old Town, a charming entertainment district filled with shops, restaurants, and attractions, adds to the appeal of this exceptional subdivision.

Whether you’re looking for a vacation home or a permanent residence, Regal Oaks at Old Town provides the perfect backdrop for a vibrant and fulfilling lifestyle. Experience the best of Kissimmee living in this delightful community where every day feels like a getaway!

Newest Regal Oaks At Old Town Homes with Pool Community Features

$325,000
4 Beds ⋅ 4 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
This 4-bedroom, 3.5-bath corner townhome is located in Regal Oaks Resort, a guard-gated, short-term rental-approved community in Kissimmee, FL; just 10 minutes from Disney World and Disney Springs, and a short drive to Universal Studios, SeaWorld, and other Orlando-area theme parks. Walking distance to Fun Spot and Old Town. The main floor includes a bedroom with ensuite bath, ideal for guests, in-laws, or multi-generational living. Upstairs offers a second ensuite bedroom plus two additional bedrooms — four bedrooms and 3.5 baths total. The open-concept floor plan connects the living and dining areas to a modern, fully equipped kitchen. Roof was replaced in 2023 and HVAC in 2019, giving buyers added peace of mind. Regal Oaks Resort amenities include a grand clubhouse with restaurant and bar, resort-style pool with water slide, pool bar and cabanas, fitness center, game room, tennis courts, and an on-site convenience store — resort-style living in a gated Kissimmee vacation rental community. Turnkey and fully furnished, this townhome is move-in ready as a primary residence, vacation home, or short-term/Airbnb rental investment property near Disney World. Schedule a private showing today.

2740 Coupe Street, 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 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
$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
$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
$310,000
4 Beds ⋅ 4 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
One or more photo(s) has been virtually staged. NEW PRICE and now offering $4,000 seller concessions!! SELLER MOTIVATED!! This is a spacious 4-bedroom, 3.5-bathroom townhome located in a highly sought-after resort-style community that offers the perfect blend of comfort, convenience, relaxation and opportunity to generate income. Whether you're looking for a primary residence, second home, or short-term rental investment this property checks all the boxes and is nestled within miles of Disney World, several family attractions, top-rated dining, shopping, and endless entertainment. In this guard gated community There are two Primary bedrooms each with its own en-suite bathroom. One the first level you'll find a functional layout designed for both everyday living and guest stays. The living/dining room combo is spacious and leads outside to your private screened-in patio featuring a relaxing above ground spa—perfect for unwinding for the weekend or hosting guests in your own outdoor retreat. Upstairs you'll find two additional bedrooms that are partially furnished and in closet laundry. Enjoy additional outdoor space with a private balcony located off the second Primary Bedrooms ideal for morning coffee or evening relaxation. Enjoy access to premium amenities including a resort-style pool, cabanas, fitness center, club house, on site restaurants, tennis and pickleball courts creating an unmatched vacation-style experience year-round.

2707 Camaro Drive, Kissimmee
$279,000
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 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!

2628 Roadster 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
$350,000
4 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
TURNKEY SHORT-TERM RENTAL INVESTMENT OPPORTUNITY. Strategically located at 2759 Corvette Lane, this fully furnished vacation home is perfectly positioned in a highly desirable Kissimmee corridor, offering seamless access to Central Florida’s world-class theme parks, entertainment, and dining. Designed for immediate operational handover, the property is being sold fully equipped with all furnishings, appliances, and decor, making it a true turnkey asset ready to generate revenue from day one. Boasting a history of high turnover and consistent guest demand, this home represents an ideal portfolio addition for both seasoned investors and first-time vacation home buyers seeking a proven income-generating property. The layout and amenities are optimized for guest satisfaction and operational efficiency. Do not miss the opportunity to acquire a fully operational, revenue-ready asset in one of the nation's most robust short-term rental markets. All showings are strictly by appointment due to high occupancy rates.

2759 Corvette Lane, Kissimmee
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