Regal Oaks At Old Town Homes with Sidewalks Community Features

Regal Oaks At Old Town Homes with Sidewalks Community Features

Welcome to Regal Oaks at Old Town, a vibrant and inviting subdivision nestled in the heart of Kissimmee, Florida. This charming community, located in Osceola County, offers a unique blend of modern living and classic Southern charm, making it an ideal destination for families, retirees, and everyone in between.

Regal Oaks is renowned for its picturesque streets lined with beautiful homes, all featuring well-maintained sidewalks that encourage leisurely strolls and friendly neighborhood interactions. Picture yourself enjoying morning walks with your family or evening jogs with your pets, all while soaking in the warm Florida sunshine and the lush greenery that surrounds you.

Homes in Regal Oaks come equipped with spacious layouts, contemporary finishes, and an array of amenities that cater to your lifestyle needs. Whether you’re looking for a cozy retreat or a spacious family home, this community has something for everyone. Many properties boast private backyards perfect for summer barbecues or quiet evenings under the stars.

Community features extend beyond the charming homes themselves. Regal Oaks prides itself on fostering a sense of community with well-maintained parks, playgrounds, and gathering spaces where neighbors can come together and create lasting memories. With its close proximity to local attractions, shopping, and dining, Regal Oaks at Old Town offers the perfect blend of convenience and tranquility.

Come discover the magic of Regal Oaks at Old Town, where community spirit and Florida living harmoniously intertwine, creating a place you’ll be proud to call home!

Newest Regal Oaks At Old Town Homes with Sidewalks Community Features

2715 Coupe Street, Kissimmee
$319,000
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Escape to one of the most desirable resort community with this beautifully maintained 3-bedroom, 2.5-bath townhome, and a private screened lanai with jacuzzi, creating the perfect setting to relax after a day of enjoying Central Florida's world-famous attractions. Step inside to discover a bright, open-concept floor plan designed for comfort and entertaining. The spacious kitchen flows seamlessly into the living and dining areas, while large windows invite natural light. Upstairs, the primary suite serves as a private retreat with balcony, featuring an en-suite bath with a generous walk-in shower. Whether you're seeking a vacation home, short-term rental investment, or full-time residence, this property offers the flexibility for the want of today's buyers. Located within the gated Regal Oaks Resort, owners and guests enjoy exceptional amenities including a resort-style pool with exciting water slides, clubhouse, restaurant, fitness center, tennis courts, and more. Imagine starting your mornings with peaceful setting and ending your evenings soaking in your private jacuzzi under the screened lanai. All of this just minutes from Disney, premier shopping, dining, and entertainment. Highlights: Tile roof... Private screened lanai with jacuzzi spa... Corner unit... 3 Bedrooms 2.5 Bathrooms... Open concept living and entertaining spaces... Inside laundry... Gated and guarded resort community with top-tier amenities... Ideal as a vacation home, investment property, or primary residence... Minutes from Disney, dining, shopping, and attractions. Don't miss your opportunity to own the community's best-valued townhome.

2715 Coupe Street, Kissimmee
2706 Impala Lane Unit 2706, Kissimmee
$304,900
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Virtually Staged. Discover the perfect blend of luxury, relaxation, and investment potential at Regal Oaks Resort. Just minutes from Disney and the charming shops and restaurants of Celebration and Old Town, this is a beautifully located 3-bedroom, 2.5-bathroom townhome. Step inside and appreciate the upgraded marble flooring throughout the living and dining areas, complemented by beautifully upgraded stairs that add an elegant touch to the home. Enjoy effortless resort living with an array of amenities at your fingertips, including a stunning resort pool with waterslide, onsite restaurant and bar, spa, fitness center, tennis courts, arcade, and concierge services. Inside, the spacious townhome provides a comfortable and elegant retreat with generous living and dining areas, convenient laundry, and plenty of room to entertain family and friends. Situated in a gated community with short-term rental opportunities, this property offers the flexibility to e your personal luxury getaway, a vacation home, or an income-producing investment. Management options are available for a truly hands-off ownership experience.

2706 Impala Lane Unit 2706, Kissimmee
2702 Corvette Lane, Kissimmee
$315,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
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
2739 Coupe Street, Kissimmee
$304,900
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Beautiful TURN-KEY FULLY FURNISHED TOWNHOME in one of Orlando's premiere vacation rental resort destinations only minutes from famous Walt Disney World parks. The home is ideal as a Primary Residence, Vacation Home or Investment property. 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. *** Ask about the lender credit available through the preferred lender for qualified buyers. We welcome you to schedule a private showing and to check it out!

2739 Coupe Street, Kissimmee
2711 Coupe Street, Kissimmee
$260,000
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
2679 Corvette Lane, Kissimmee
$318,500
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
PRICED TO SELL! MOVE-IN & VACATION-RENTAL READY! This beautifully upgraded 3-BEDROOM END-UNIT TOWNHOME is located in REGAL OAKS RESORT’S NEWEST CONSTRUCTION PHASE, where a more contemporary floor plan and distinctive design features set these homes apart from earlier phases of the community. Thoughtfully upgraded and exceptionally well maintained, this property combines a modern layout with a desirable conservation setting. The main level features a TRUE OPEN-CONCEPT FLOOR PLAN, with the living room, dining area and kitchen fully integrated into one expansive living space with NO DIVIDING WALLS. TWO OVERSIZED THREE-PANEL SLIDING GLASS DOORS fill the room with abundant natural light and create a seamless connection to the screened lanai and protected conservation area. A modern SINGLE-LEVEL GRANITE COUNTERTOP, Stainless-Steel GE Appliances, and ample cabinetry complete the kitchen while preserving the clean, uninterrupted flow of the entire space. As an END UNIT, the home also enjoys additional natural light through an OVERSIZED STAIRCASE WINDOW, a distinctive architectural feature that brightens the staircase and surrounding interior. The entire first floor is dedicated to living, dining and entertaining, while ALL THREE BEDROOMS ARE LOCATED ON THE SECOND FLOOR, creating a comfortable separation between social and private spaces. LUXURY VINYL FLOORING extends throughout the entire second floor and staircase, including all bedrooms. The spacious OWNER’S SUITE OVERLOOKS THE PROTECTED CONSERVATION AREA, providing a peaceful and private setting with NO REAR NEIGHBORS. The bathrooms feature upgraded QUARTZ COUNTERTOPS, while custom accent walls, updated lighting, and carefully selected finishes add character throughout the home. A newer GE WASHER AND DRYER and upgraded furnishings further enhance its move-in-ready appeal. The home is being sold FULLY FURNISHED and tastefully decorated for personal enjoyment or immediate vacation-rental use. Regal Oaks is one of Central Florida’s most desirable VACATION-RESORT COMMUNITIES, featuring an impressive clubhouse and a beautiful ZERO-ENTRY RESORT-STYLE POOL overlooking the lake. Amenities also include a FITNESS CENTER, TENNIS COURTS, an ON-SITE RESTAURANT, and a POOLSIDE BAR, creating a true resort experience just minutes from Orlando’s world-famous attractions. Another valuable advantage is NO CDD FEES. Ideally located near WALT DISNEY WORLD, CELEBRATION, SUNSET WALK, and MARGARITAVILLE RESORT ORLANDO, with convenient access to Disney Springs, shopping, dining, and I-4. Ideally suited as a PRIMARY RESIDENCE, SECOND HOME, OR INCOME-PRODUCING VACATION PROPERTY, this home combines the comfort and finishes of a residential property with the flexibility of Regal Oaks’ short-term-rental zoning and resort lifestyle. Ask about the lender credit available through the preferred lender for qualified buyers and schedule your private showing today for a chance to own this beautiful home in a desirable location!

2679 Corvette Lane, Kissimmee
2717 Bushman Dr, 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
2724 Coupe Street, 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
2670 Corvette Lane, 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
2606 Roadster Lane, Kissimmee
$240,000
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
2707 Camaro Drive, 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
2720 Roadster, Kissimmee
$334,995
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
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