Regal Oaks At Old Town Homes with Block Exterior Construction

Regal Oaks At Old Town Homes with Block Exterior Construction

Welcome to Regal Oaks at Old Town, a vibrant and charming subdivision nestled in the heart of Kissimmee, Florida. This delightful community offers a unique blend of modern living and classic Floridian charm, making it an ideal place for families, retirees, and everyone in between. Located in Osceola County, Regal Oaks is perfectly situated near the bustling attractions of Orlando, yet retains a serene atmosphere that feels like a true retreat.

One of the standout features of homes in Regal Oaks is their durable block exterior construction. This robust building method not only enhances the aesthetic appeal of the residences but also provides excellent insulation and energy efficiency, ensuring that your home remains cool during the warm Florida summers and cozy during the cooler months. The homes are designed with both comfort and longevity in mind, making them a smart investment for prospective buyers.

The community itself is brimming with amenities, including a sparkling pool, clubhouse, and beautifully landscaped grounds that invite leisurely strolls and outdoor gatherings. With a variety of floor plans available, you can find the perfect home tailored to your lifestyle, whether you seek a cozy retreat or a spacious family abode.

Regal Oaks at Old Town is more than just a place to live; it’s a community where neighbors become friends and memories are made. Experience the warmth of Florida living in this enchanting subdivision, where your dream home awaits!

Newest Regal Oaks At Old Town Homes with Block Exterior Construction

$369,900
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. Built during resort's newest development phase, this rare three-bedroom End-unit townhome offers a more Contemporary Design and layout than many of the earlier homes in the community, making it one of the community's most desirable floor plans. Thoughtfully updated throughout, the home features Elegant Decorative Wood Accent Walls, Stylish Wallpaper, Upgraded Lighting, Modern Fixtures, Premium Faucets and Shower Systems, and beautiful Wide-Plank 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
$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
$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
$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
$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
$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
$310,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Experience the best of Central Florida living in this beautifully updated townhome, situated in the highly sought-after Regal Oaks Resort. Located just minutes from the nostalgic charm of Old Town, the upscale dining of Celebration, and world-class theme parks, this 2-bedroom, 2.5-bathroom residence is perfectly positioned as a high-performing short-term rental or a comfortable primary residence. The interior reflects pride of ownership with a fresh palette of new paint throughout, complemented by a stylish mix of vinyl plank and tile flooring. The heart of the home features a well-appointed kitchen with granite countertops, quality wood cabinetry, and stainless steel appliances accented by a gorgeous backsplash. Upstairs, you will find two generous master suites, providing privacy and comfort for owners and guests alike, along with the added convenience of a brand-new washer and dryer.This home has been meticulously maintained with a focus on longevity and comfort. Key updates include a brand-new air conditioning system equipped with a UV light air-purification system for fresh air, brand-new electrical outlets, and contemporary ceiling fans installed throughout. The property comes completely furnished and decorated, allowing for a seamless transition. The outdoor living space is a true highlight, featuring a screened-in back lanai that houses a private 5-person jacuzzi—the perfect place to unwind after a day at the parks. The patio offers a quiet retreat backing up to a lush conservation area with no rear neighbors to interrupt your peace. Beyond the home, the gated resort provides a vacation lifestyle with a tropical pool, fitness center, billiard room, arcade, and an on-site restaurant and bar. Whether you are looking for a primary residence or a strategic investment in the heart of Florida’s tourism corridor, this home offers the location and upgrades you’ve been searching for. Make this your new home today and schedule a showing.

2683 Corvette Lane, Kissimmee
$285,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Fully furnished and income-producing, this well-maintained townhome at 2630 Corvette Lane offers a turnkey opportunity in the heart of Kissimmee. Currently operating as a successful short-term rental, the property conveys fully furnished and includes existing future bookings already secured through the summer, allowing for immediate income potential upon transfer. Designed for low-maintenance ownership, the HOA covers exterior maintenance and grounds, providing peace of mind for both investors and second-home owners. Inside, the home is thoughtfully appointed with comfortable furnishings and finishes that appeal to today’s rental and vacation market. Step outside to a private, screened-in patio featuring a hot tub that conveys with the sale - an attractive amenity for guests and a relaxing retreat for owners. Conveniently located near major attractions, dining, shopping, and entertainment, this property is ideal for short-term rental use, a vacation home, or a flexible investment property. The community features a resort-style pool, gym, clubhouse, restaurant, bar, game room, tennis courts and more! Whether you’re looking to expand your portfolio or secure a furnished home with proven rental history, this property offers immediate usability and strong appeal.

2630 Corvette Lane, Kissimmee
Start Your Search