Regal Oaks At Old Town Homes for Sale in Kissimmee - 28 homes

Remarks: Welcome to this stunning 2-bed, 2.5-bath townhome nestled in the beautiful Regal Oaks Resort community, just steps away from Old Town theme park and minutes from top attractions, shopping, and dining. This lakefront unit boasts a picturesque view of the clubhouse and is located within just a few hundred feet of the clubhouse and amenities, making it ideally situated for your enjoyment. The fully furnished home features a spacious living/dining room combo perfect for entertaining, and a modern kitchen complete with stainless steel appliances and elegant granite countertops. Upstairs, you'll find two master bedrooms, each with its own en suite bathroom, ensuring comfort and privacy. Experience the luxury of resort living with exciting recent updates, including the newly renovated ZAC’s Sports Bar & Grill and an upgraded pool deck designed for ultimate relaxation. The lobby area has also been enhanced, adding to the charm and appeal of the community. As a VIP Club member, you'll enjoy exclusive benefits that elevate your living experience. Don’t miss out on this incredible opportunity to make this townhome your own

Listing is courtesy of: LUKER & CO REAL ESTATE LLC (321-244-2542)

Listing Agent: Tom Luker (407-415-2821)

Remarks: Welcome to your magical getaway in Regal Oaks Resort — a beautifully maintained 2-bedroom, 2.5-bath townhouse designed to delight theme park families while delivering solid rental performance. Property Highlights: - 2 Spacious Bedrooms | 2.5 Bathrooms - Newer Interior Paint & Carpet - Private, Oversized Lanai with Hot Tub - Serene Forested Backdrop with Abundant Wildlife - Whimsical Mouse-Themed Décor Throughout - Turnkey Investment with Established Management & Strong Booking History Step inside to discover a bright, refreshed interior with newer paint and plush carpeting upstairs. The open-concept living and dining area flows effortlessly to your private screened lanai, where guests unwind in the hot tub while enjoying peaceful conservation views — no rear neighbors, just nature and the occasional glimpse of the Florida deer. Upstairs, two generously sized bedrooms each with their own ensuite offers privacy and comfort. The playful Mouse-themed décor creates an unforgettable vacation experience for families visiting nearby theme parks, helping this property stand out in a competitive rental market and earn glowing guest reviews. Regal Oaks is one of the most sought-after vacation communities in the Kissimmee area — and here’s why: - Prime Location - Minutes from world-famous theme parks - Near shopping, dining, and entertainment - Easy access to major highways for seamless travel - Resort-Style Amenities - Gated community with 24-hour security - Resort-style pool with cabanas & water slides - On-site restaurant and bar - Fitness center & tennis courts - Strong Rental Demand - Highly desirable for short-term vacation rentals - Popular with domestic and international travelers - Family-friendly environment tailored to theme park guests - Proven Investment Performance This townhouse is fully turnkey with: ?? Established professional management in place ?? Solid booking history with repeat guests ?? Superior online booking status & reviews ?? Consistent occupancy driven by prime location and themed appeal** The thoughtful Mouse-inspired design, peaceful conservation lot, and private hot tub create a unique value proposition that maximizes nightly rates and occupancy.

Listing is courtesy of: BETTER HOMES & GARDENS LIFESTYLES REALTY (904-853-6386)

Listing Agent: Paula Casey (689-288-5163)

Remarks: Located in the highly desirable Regal Oaks Resort, this stylishly furnished 2-bedroom, 2.5-bath townhome offers the perfect combination of comfort, convenience, and resort-style living. Just minutes from Disney and Orlando’s premier attractions, it’s an ideal choice for both vacationers and savvy investors. Step inside to a bright, open-concept living and dining space designed for both relaxation and entertaining. The modern kitchen features stainless steel appliances, granite countertops, and generous cabinet storage. Sliding glass doors open to a private screened patio with a hot tub, where tranquil pond views create the ultimate outdoor retreat. Upstairs, you’ll find two spacious bedrooms, each with its own en-suite bath for added privacy. The primary suite includes a spa-inspired bathroom, while the secondary bedroom provides a welcoming space for family or guests. A convenient half bath is located downstairs. As part of the gated Regal Oaks community, residents enjoy access to an impressive array of amenities, including a lagoon-style pool with water slides, a clubhouse, fitness center, tennis courts, and an on-site restaurant and bar. With its unbeatable location, resort amenities, and excellent rental potential, this property is a standout opportunity. Schedule your private showing today!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Damian Bergler (650-398-5968)

Remarks: Discover this beautiful 3 bed/2.5 bath end unit townhome, FULLY FURNISHED and perfectly positioned on a WATERFRONT homesite! Located in the gated Regal Oaks community, you’re minutes from Walt Disney World and just behind Old Town and Fun Spot Park. Enjoy clear, direct water views from your backyard overlooking the community’s main amenities, including the pool, water park, clubhouse, and outdoor bar. This home offers a unique blend of privacy and convenience rarely found in the community. Inside, you’ll find a bright, functional layout featuring an open living and dining area that flows into a well-appointed kitchen with granite countertops, stainless steel appliances, and ceramic tile flooring throughout the main level. Situated in a short-term rental-approved community, this property is an ideal vacation home. Its prime location drives strong demand, offering close proximity to Disney Parks and easy access to Universal, Epic Universe, SeaWorld, and Orlando’s top attractions. This is a rare opportunity to own a waterfront property in one of Kissimmee’s most established communities. This won’t last, schedule your showing today!

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Carlinhos Fregonezi (407-764-0576)

Remarks: Stylish, spacious, and just minutes from Disney—this fully furnished 2-bedroom, 2.5-bathroom townhome with a very private patio is your dream retreat in a resort-style, guard-gated community! Nestled in the highly sought-after Regal Oaks at Old Town, this charming townhome offers the perfect blend of comfort, convenience, and short-term rental potential. Whether you're searching for an ideal Airbnb investment or a relaxing getaway near the magic of Central Florida, this home checks all the boxes. Step inside to discover a modern, open-concept layout with fully tiled flooring throughout the main level. The kitchen is sleek and inviting, featuring black granite countertops, stainless steel appliances, and ample cabinet space. It flows effortlessly into the dining area and the bright, airy living room, where double sliding glass doors open onto a secluded patio oasis. Surrounded by lush greenery, the patio boasts a private hot tub, a shaded dining area, and loungers for soaking up the Florida sun—perfect for quiet mornings or unwinding after a day at the parks. Also located on the main level is a convenient half bathroom for guests, along with a laundry closet tucked neatly away for ease of use. Upstairs, you'll find two generously sized bedrooms, each with its own ensuite bathroom for added comfort and privacy. The main suite features a luxurious king-sized bed, dual vanities, and a spacious walk-in shower. The second bedroom offers two double beds and an ensuite with dual sinks and a shower/tub combination, making it wonderfully versatile. Additional highlights include elegant barrel tile roofing that adds a touch of Mediterranean charm and thoughtful furnishings throughout—making this property truly turn-key and ready to enjoy. As part of the award-winning Regal Oaks community, you’ll have access to exceptional amenities, including a lakefront pool and sun deck, waterslides, hot tubs, poolside cabanas, tennis courts, a fitness center, and a stunning multi-million dollar clubhouse. Located just off US-192 and steps from Kissimmee’s iconic Old Town attraction, you're also close to fantastic shopping, dining, and just a short drive to Disney, Universal, and other top attractions. Best of all, the HOA dues cover exterior maintenance, roof care, exterior property insurance, and valet trash service, helping ensure a low-maintenance and carefree lifestyle whether you’re here full-time, part-time, or using it as a rental property. Don’t miss the opportunity to own in one of Central Florida’s most vibrant vacation destinations. Be sure to check out the 3D interactive tour, video and floor plan to explore this exceptional property from wherever you are!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Irena Aistrop (321-443-7535)

Remarks: Stunning 2 bedroom 2.5 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!

Listing is courtesy of: IDILIQ ESTATES USA LLC (407-997-1000)

Listing Agent: Christine Butler (407-908-1923)

Remarks: 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.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Esteban Monteros (321-353-0619)

Remarks: *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!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Emidio Dias Carvalho Neto, Llc (407-341-6611)