Kissimmee/Celebration Homes with Private Entrance Exterior Features

Kissimmee/Celebration Homes with Private Entrance Exterior Features

Welcome to Kissimmee and Celebration, two enchanting communities nestled in the heart of Osceola County, Florida. Known for their vibrant culture and proximity to world-renowned attractions, these areas offer a unique blend of suburban serenity and urban excitement. Kissimmee is a bustling city that serves as a gateway to the magic of Walt Disney World, Universal Studios, and a plethora of outdoor activities, while Celebration is a picturesque town designed by The Walt Disney Company, featuring charming streets, lush parks, and a strong sense of community.

Homes in Kissimmee and Celebration are not just residences; they are gateways to a lifestyle filled with adventure and comfort. Many of these properties boast private entrance exterior features, providing a sense of exclusivity and privacy that is perfect for families and individuals alike. Imagine coming home to a beautifully designed house with its own entrance, where you can unwind after a day of exploring theme parks or enjoying the natural beauty of Florida's lakes and wetlands.

The architectural styles in this region range from modern designs to classic Floridian aesthetics, ensuring that there’s something for everyone. With spacious layouts, manicured lawns, and outdoor living spaces, these homes are perfect for entertaining or simply enjoying the serene Florida weather.

Whether you’re looking for a vacation home, a permanent residence, or an investment opportunity, Kissimmee and Celebration offer a vibrant lifestyle surrounded by the magic of Central Florida. Experience the charm and convenience of these exceptional communities, where your dream home awaits!

Newest Kissimmee/Celebration Homes with Private Entrance Exterior Features

$474,900
4 Beds ⋅ 3 Baths ⋅ Reunion Village Ph 4 & 5 SubDv. ⋅ 34747 Zip Code
TURNKEY short-term rental business for sale or lovely winter home. YOU CHOOSE!! Sale of the property will come with all future bookings for this property! 1st floor features a deep and open 1st floor floorplan tastefully staged for your imagination. A chef-ready kitchen awaits with a nice sized pantry and defined dining area. 1st floor master suite removes w/ laundry facilities for your visitors/in-laws. Home has been tastefully staged to spark you imagination. 2nd floor features an upstairs bonus loft w/ it's own walk-in closet can customize into a game room, home office or an extra sitting space for guests! All other bdrms are upstairs including another master bedroom. Community has resort style amenities including a waterpark/pools, Tennis Courts, Playground, restaurants, and much MUCH MORE!! Close to all major theme parks, championship golf courses, shopping, downtown Orlando areas, and dining. ????Also eligible for the GOVERNMENT BACKED Rent to own program???? Easy to Show!! Call now to book your appt!

7745 Somersworth Drive, Kissimmee
$695,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
TURNKEY VACATION RENTAL INVESTMENT MINUTES FROM DISNEY WORLD! This beautifully decorated and totally renovated 6-bedroom, 3.5-bath single-family home is located in the highly desirable Windsor Hills Resort—one of the closest vacation home communities to Walt Disney World. Designed to stand out in the competitive vacation rental market, this home is being offered turnkey and is ready for its next owner and guests. The updated interior features stylish décor, granite countertops in the kitchen and bathrooms, and fun Star Wars-themed bedrooms that are sure to be a hit with younger guests. Outside, enjoy a south-facing private pool with no rear neighbors, providing excellent sun exposure and added privacy. One of the home's standout features is the poolside theater, allowing guests to watch movies, sports and TV while relaxing in or around the pool. The converted garage has been transformed into a fun, air-conditioned game room, adding another guest-favorite amenity and entertainment space. Location within the resort is another major advantage. The home is just a short 3-block walk to the Windsor Hills clubhouse, resort pool and water park. With its combination of location, renovations, privacy, themed bedrooms and guest-focused amenities, this property offers an outstanding opportunity for buyers seeking a turnkey Disney-area vacation home and short-term rental investment.

2630 Dinville Street, Kissimmee
$855,000
4 Beds ⋅ 4 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code
Welcome to 1010 Periwinkle Court — nearly 1,980 sq ft, 4 bed/3.5 bath in one of South Village's most inviting streets in Celebration. Complete interior refresh: new flooring, updated kitchen cabinetry, fresh paint, new fixtures throughout. Move-in ready! Bright, open floor plan connects living and kitchen areas — ideal for entertaining or everyday life. Welcoming front porch, mature landscaping, classic Celebration charm. Minutes from Downtown Celebration's shops, dining, and lakeside views, plus miles of walking/biking trails. 2 Car Garage/parking. A lifestyle, not just a home. Schedule your showing today.

1010 Periwinkle Court, Celebration
$599,900
4 Beds ⋅ 4 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to this exceptional Reunion residence offering the perfect blend of comfort, privacy, and resort-style living. This beautifully designed 4-bedroom, 3.5-bath home features a spacious open layout, elegant finishes, a private pool. The first-floor primary suite provides convenience and privacy, while the upstairs bedrooms and bonus space offer flexibility for family, guests, or entertaining. Located in the sought-after Reunion West community, residents can enjoy access to world-class amenities, including multiple championship golf courses, resort-style pools, dining, and recreational opportunities. Whether used as a primary residence, vacation retreat, or investment property, this home offers an incredible opportunity to experience the best of Central Florida living.

877 Desert Mountain Court, Kissimmee
$1,425,000
5 Beds ⋅ 5 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 3 SubDv. ⋅ 34747 Zip Code
Luxury, Legacy and Lifestyle are on display at one of Reunion’s most unique floorplans and it’s yours to enjoy at 7491 Gathering Drive. Nestled in the historic Homestead Community at Reunion Resort you will find this 4,664 square foot home that offers 2 oversized suites, a large open floor plan, along with a home office, loft and media spaces and an extremely private SCREENED in pool and spa area. The home is surrounded by mature trees and really feels like the best of Golf Course Community Living. You enter the home and are greeted by tall ceilings, a large staircase and tons of natural light. Once inside you will see that the first floor of the home wraps itself around the pool area and this sets the tone for relaxation. The home office is a new addition to the property and is the perfect way to be able to enjoy working from home but be careful, you could get caught daydreaming about jumping in the pool. Exploring deeper into the home you will see great use of space with an oversized open concept kitchen and living area. New countertops, reimagined island space and white cabinets only add to the clean lines of the home. Along with bar stool seating there is a separate dining area that is well thought out and very accommodating. Glass doors outline the back wall of the property and create an Oasis like feeling while also giving you pristine golf course views. You are located on the Watson Course, hole number 2. Once outside on the first-floor patio of the home you are then again reminded of the quietness of the property and the green space that surrounds you. There are two bedrooms on the first floor of the home that have been re-imagined spaces. At the rear of the home is where you will find one of two master suites at the property. It is accented by a large walk-in closet space and large picture windows that are framed by exterior foliage. A laundry room and a spacious 2 CAR GARAGE round out the first floor. Upstairs you are greeted by new designs that include new flooring, an additional bathroom, re-designed shower spaces and re-thought media and loft areas that help the home continue to excite. The media room has a newly installed oversized projection screen and projector. The additional three bedrooms are located on the second floor led by the second master suite that overlooks the golf course. The second master also has received special attention during the re-imagination and now boasts a spa like feel with a new shower and seating area. The large game room loft is connected to the second story balcony and does not disappoint. You can watch golf on the big screen and on the balcony at the same time! This home has it all. 7491 Gathering Drive, does have an active Reunion Resort Transferable Membership, along with tankless water heaters and 1 new AC and newer roof. If you are looking for the best of quiet Golf Course living in Reunion, you have found it. Reunion Resort has everything you want in a community including 3 signature golf courses, world class dining, waterparks, lazy river, water slides, firework viewing areas, tree lined streets, dog park, playground, golf simulator, member events, in-resort shuttle service, and event space and close to all the major attractions. Welcome Home!

7491 Gathering Drive, Kissimmee
$434,000
3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 2 SubDv. ⋅ 34747 Zip Code
Turnkey Vacation Rental Investment in Windsor Hills Resort – Minutes from Disney World Exceptional opportunity to own a fully furnished, turnkey vacation rental in Windsor Hills Resort, one of the closest and most sought-after resort communities to Walt Disney World. This beautifully decorated, totally renovated townhome is ready for immediate rentals or personal enjoyment, with all furnishings included. Designed to maximize guest appeal, the home features luxury vinyl plank flooring throughout, a beautifully updated kitchen with granite countertops, stainless steel appliances, and a stylish tiled backsplash. The open, inviting floor plan creates the perfect gathering space for families vacationing together. A standout feature is the home's private heated pool. As an end unit backing to a large dry retention pond, there are no rear neighbors, providing a level of privacy that guests appreciate and that is difficult to find in Windsor Hills. The spacious primary suite offers a king bed and a beautifully updated en-suite bath with granite countertops, double sinks, and a walk-in shower. A first-floor queen bedroom provides convenient accommodations for multi-generational families, while the upstairs bedroom is designed to delight younger guests with bunk beds, a trundle bed, and two arcade games—Pac-Man and Golden Tee 3-D Golf. The two additional bathrooms also feature granite countertops. Guests will love the easy walk to Windsor Hills' award-winning amenities, including the resort clubhouse, lagoon-style pool, water park, fitness center, sports courts, playgrounds, movie theater, and more. With its unbeatable location near Disney, exceptional renovations, premium privacy, and family-friendly entertainment, this home is ideally positioned to attract vacation renters year after year. Whether you're adding to your investment portfolio or purchasing your first vacation rental, this move-in-ready home offers everything today's guests are looking for in one of Central Florida's premier resort communities.

2500 Renshaw Street, Kissimmee
$389,900
3 Beds ⋅ 4 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Turnkey Investment Opportunity in Solara Resort – Fully Furnished! Welcome to this beautifully maintained 3-bedroom, 3.5-bath townhome located in the highly desirable Solara Resort, one of Central Florida's premier resort-style communities. This versatile property offers multiple ownership opportunities. Whether you're looking for a primary residence, vacation home, long-term rental investment, or a short-term vacation rental, this home provides the flexibility to fit your lifestyle and investment goals. Being sold fully furnished, this turnkey property includes all furniture, décor, TVs, linens, towels, bedding, kitchen essentials, and household items currently in the home, making it move-in or rental-ready from day one. The open-concept floor plan features a spacious living area, a fully equipped kitchen, dining area, and a private screened patio with a private pool. Enjoy world-class resort amenities including a grand resort pool, FlowRider® surf simulator, fitness center, clubhouse, restaurant and bar, splash pad, playground, basketball court, sand volleyball court, soccer field, business center, teen lounge, and 24-hour gated security. Conveniently located just minutes from Walt Disney World, shopping, dining, golf courses, and Central Florida's top attractions. Property is currently operating as a successful short-term vacation rental. Showings are by appointment only and must be scheduled around existing guest reservations. Pool heater is currently not operational and will convey in its current condition. Seller will not repair or replace the pool heater.

1515 Carey Palm Circle, Kissimmee
$369,000
3 Beds ⋅ 3 Baths ⋅ Lake Wilson Reserve SubDv. ⋅ 34747 Zip Code
Welcome to 7604 Stone Creek Trail in Kissimmee! This beautifully maintained home offers a bright, open floor plan with spacious living areas and a modern kitchen featuring stainless steel appliances, ample cabinet space, and a large island perfect for entertaining. The primary suite includes a walk-in closet and private bath, while the additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy the patio. Conveniently located near Walt Disney World, shopping, restaurants, golf courses, and major highways, this home is an excellent choice as a primary residence, vacation home, or investment property.

7604 Stone Creek Trail, Kissimmee
$380,000
3 Beds ⋅ 3 Baths ⋅ Heritage Crossing Condo Ph 17 SubDv. ⋅ 34747 Zip Code
Welcome to 7636 Heritage Crossing Way, where you are not simply purchasing a vacation home, but investing in one of the highest producing townhomes in Reunion Resort. Meticulously maintained and operating at an exceptional level, this property has become a true revenue generating machine while remaining in pristine condition. Unlike many short term rentals, this home shows virtually no signs of wear, with immaculate flooring, furnishings, décor, and finishes that make it feel more like a luxury second home than an investment property. One of the property's greatest advantages is that it is completely self managed. All future bookings are transferable to the new owner, and the seller is offering, though not requiring, the opportunity for the buyer to become a co host. This allows immediate access to the seller's established Superhost status and the same booking platforms and systems that have consistently produced strong rental performance. Perfectly positioned within the main Reunion community, this corner location offers the best of both worlds. It is one of the closest townhomes to the HOA maintained resort pools while also being just a short walk to nearby shopping, restaurants, and everyday conveniences. As a townhome owner, you will enjoy reduced maintenance living, with the HOA handling exterior upkeep, landscaping, and major structural elements. At the same time, this property offers a rare feature, a private backyard garden oasis that is owned by you yet maintained by the HOA, allowing you to enjoy outdoor space without the burden of upkeep. For buyers wanting to experience the renowned Reunion lifestyle without the price tag of a multimillion dollar estate, this represents one of the best values in the community. The thoughtfully designed floor plan offers three spacious primary suites, including one conveniently located on the first floor. The entire first level is wheelchair accessible, allowing the home to accommodate a wider variety of owners and guests while increasing its rental appeal. The interior has received extensive updates throughout. Furnishings were replaced between 2021 and 2025, creating a fresh and welcoming atmosphere. One of the home's most memorable features is the antique piano displayed in the living room, creating a unique first impression that guests consistently love. Additional improvements include interior and exterior paint completed in 2025, a 2022 HVAC system, wood flooring installed throughout the home in 2021 with no carpet, a full size stacked washer and dryer installed in 2022, updated toilets and plumbing fixtures completed in 2024, and a brand new roof installed by the HOA in 2025. Reunion is widely recognized as one of Central Florida's premier luxury golf resort communities, offering championship golf courses, pickleball and tennis courts, an exciting water park, multiple restaurants, scenic walking areas, and 24 hour gated and roaming security. The location is equally impressive, just minutes from ChampionsGate, Walt Disney World, shopping, dining, major highways, Orlando attractions, and convenient access to Florida's beaches. Ownership flexibility is another advantage, as the community allows short term vacation rentals, long term rentals, or full time owner occupancy. Whether you are searching for a high performing investment, a vacation retreat, or a permanent residence, this home delivers an exceptional combination of proven income, outstanding condition, and resort style living.

7636 Heritage Crossing Way, Reunion
$940,000
4 Beds ⋅ 4 Baths ⋅ Celebration North Village Unit 5 SubDv. ⋅ 34747 Zip Code
Welcome to 185 Longview Avenue, an exceptionally upgraded residence located in the highly desirable Celebration North Village community of Celebration, Florida. Perfectly positioned on a charming corner lot, this beautifully curated 4-bedroom, 3 full bath, 1 half bath home offers 2,035 heated square feet and 2,404 total square feet of elevated living with timeless curb appeal, designer finishes, and a level of refinement rarely found in this price point. From the moment you arrive, the home makes an unforgettable first impression with classic Celebration architecture, a full-width covered front porch, white picket fencing, mature landscaping, blooming crepe myrtles, and a picturesque tree-lined street setting. The premium corner-lot placement enhances the home’s presence, natural light, and sense of privacy while capturing the storybook charm Celebration is known for. Inside, the home has been thoughtfully transformed with a sophisticated modern-luxury aesthetic. Wide plank flooring flows throughout the main living spaces, complemented by crisp neutral walls, substantial baseboards, crown molding, upgraded trim details, designer lighting, recessed lighting, custom window treatments, upgraded interior doors, black hardware accents, and beautiful accent lighting throughout the home that creates a warm, polished, and elevated atmosphere. The open-concept living area is both elegant and functional, offering a seamless connection between the family room, dining area, and kitchen. Expansive windows fill the home with natural light, while the upgraded lighting package and clean architectural lines give the space a refined, high-end feel. A separate flex room provides valuable additional space ideal for a home office, study, playroom, fitness space, media room, or guest overflow, giving the layout the versatility today’s buyers are searching for. The kitchen is a true showpiece, designed with both everyday living and entertaining in mind. Featuring white shaker-style cabinetry, crown-detailed upper cabinets, quartz-style countertops, a dramatic waterfall island, stainless steel appliances, designer backsplash, upgraded fixtures, glass-front display cabinetry, wine glass storage, generous counter space, and bar seating, this space delivers the elevated kitchen experience expected in a luxury Celebration home. Additional designer touches include sliding barn doors, custom millwork-inspired details, a stylish beverage station with built-in storage, cohesive finishes throughout, and a bright neutral palette that feels fresh, timeless, and move-in ready. Every detail has been selected to create a home that feels intentional, curated, and far beyond builder-basic. With 4 bedrooms, 3.5 bathrooms, a flex room, multiple living and dining spaces, and a highly functional layout, this home offers flexibility for full-time living, guests, remote work, or multigenerational needs. The home also features an EV charger, adding modern convenience and additional value for today’s lifestyle. Located in Celebration North Village, residents enjoy one of Central Florida’s most iconic and desirable master-planned communities, known for its charming architecture, walkable lifestyle, parks, trails, community amenities, dining, shopping, events, and close proximity to Walt Disney World, major highways, Orlando attractions, and everyday conveniences.

185 Longview Avenue, Kissimmee
$1,049,000
4 Beds ⋅ 3 Baths ⋅ Celebration Island Village SubDv. ⋅ 34747 Zip Code
Price Just Reduced!! 30k under price! This is an Iconic Property in Island Village at Celebration, FL. Located in Phase One (the closest area to downtown Island Village and Celebration Downtown. This spectacular HILTON HEAD MODEL by Mattamy Homes was carefully UPGRADED and and sits on one of the community’s PREMIUM-WATERFRONT home sites. This amazing property offers approximately 2,800 square feet of beautifully designed living space, nearly 4,100 total square feet, 4 Bedrooms, one Flex Room, 2.5 Bathrooms, and an impressive collection of luxury builder and owner upgrades. From the moment you arrive, you’ll appreciate the oversized premium lot, breathtaking water views, and outstanding curb appeal. Inside, the thoughtfully designed open floor plan is filled with natural light and showcases wide-plank wood flooring throughout with no carpet, soaring 8-foot interior doors, a tray ceiling in the owner’s suite, elegant iron stair balusters, upgraded baseboards, custom window treatments, and designer finishes throughout. The gourmet chef’s kitchen is the heart of the home, featuring premium cabinetry with crown molding, quartz countertops, a farmhouse sink, built-in refrigerator enclosure, double ovens, designer gold hardware, upgraded lighting, and an expansive island that seamlessly connects to the spacious great room, perfect for entertaining. The first floor Flex Room with French doors provides the ideal home office, study, or playroom. Upstairs, the luxurious owner’s suite offers a spa-inspired bath with upgraded cabinetry, matte elegant fixtures, an upgraded shower enclosure, and generous closet space. Designed for today’s lifestyle, this home also includes an Oversized 2 -car garage, epoxy flooring and additional storage, an electric vehicle charging outlet, sound insulation between interior walls, pre-plumbing for a future outdoor kitchen, media wiring , additional electrical upgrades, seamless gutters, and countless thoughtful enhancements selected during construction. Step outside to enjoy tranquil water views and the privacy of one of Celebration’s most desirable homesites. Whether you’re enjoying your morning coffee or entertaining family and friends, the outdoor living space provides the perfect Florida lifestyle. Located in the award-winning community of Celebration, residents enjoy resort-style amenities, scenic walking and biking trails, community pools, parks, playgrounds, fitness facilities, and convenient access to Disney, major highways, shopping, dining, and Orlando’s world-class attractions. This is more than a home, “it’s one of Island Village’s finest opportunities”. Luxury, location, and lifestyle come together in this truly remarkable residence. Call today to schedule a private tour.

7565 Estuary Lake Loop, Celebration
$315,000
3 Beds ⋅ 3 Baths ⋅ Encantada Ph 02 SubDv. ⋅ 34747 Zip Code
TURNKEY ! Welcome to 3023 Red Ginger Road, a beautifully located vacation-style townhome in the highly desirable gated resort community of Encantada in Kissimmee, Florida. This property offers an incredible opportunity for buyers searching for a Central Florida vacation home, short-term rental investment, second home, full-time residence, or income-producing Airbnb/VRBO property near Walt Disney World. Designed for comfort, convenience, and flexible use, this home features an inviting open floor plan, spacious living and dining areas, and a private screened outdoor space perfect for relaxing after a day at the theme parks. Encantada is known for its tropical resort atmosphere, gated entry, clubhouse, community pools, fitness center, walking trails, playground, and lakefront setting, creating the perfect blend of relaxation and investment potential. Vacation home buyers will love the prime Kissimmee location near Walt Disney World Resort, Disney Springs, Universal Orlando Resort, SeaWorld Orlando, Margaritaville Resort Orlando, Sunset Walk, Island H2O Water Park, Old Town, Celebration, championship golf courses, shopping, dining, and major roadways including US-192, SR-429, I-4, and Central Florida’s top attractions. This property is ideal for buyers looking for a Disney-area vacation rental, Orlando investment property, Kissimmee resort home, gated community townhome, short-term rental opportunity, second home near Disney, or Florida lifestyle property. Whether you are looking to generate rental income, enjoy your own vacation retreat, or secure a home in one of Central Florida’s most visited destinations, 3023 Red Ginger Road offers location, lifestyle, and opportunity in one of Kissimmee’s most convenient resort communitie

3023 Red Ginger Road, Kissimmee
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