Kissimmee Homes with Private Entrance Exterior Features

Kissimmee Homes with Private Entrance Exterior Features

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the magic of theme parks with the charm of small-town living. Nestled just minutes away from the enchanting world of Walt Disney World, Kissimmee offers an ideal location for families, retirees, and anyone looking to embrace the sunny Florida lifestyle. With its rich heritage, diverse culture, and an array of outdoor activities, Kissimmee is a place where residents can truly thrive.

One of the standout features of homes in this delightful city is the availability of properties with private entrance exterior features. Imagine coming home to your own personal oasis, where you can enjoy the luxury of privacy and independence. These homes often boast beautifully landscaped yards, spacious driveways, and inviting entryways that create a warm welcome for you and your guests. Whether you’re hosting a summer barbecue or enjoying a quiet evening under the stars, a private entrance enhances your living experience, providing both convenience and security.

Kissimmee’s real estate market offers a variety of options, from charming single-family homes to luxurious estates, all designed to accommodate your unique lifestyle. With a thriving community, top-rated schools, and a plethora of recreational activities—from boating on Lake Tohopekaliga to exploring local parks—Kissimmee is more than just a place to live; it’s a place to create lasting memories.

Explore the homes available in Kissimmee today, and discover the perfect blend of comfort, privacy, and excitement that this enchanting city has to offer!

Newest Kissimmee Homes with Private Entrance Exterior Features

3575 Somerset Circle, Kissimmee
$370,000
4 Beds ⋅ 3 Baths ⋅ TB8560652 MLS
Now Available in Bellalago! Come see this charming waterfront home consisting of 4 bedrooms, 2.5 bath, 2,521 (sqft), -clean residence with a spacious layout and great back yard! This is the perfect home for those looking for space and best of it’s move in ready. Property is being sold “as-is” with right to inspect. It is the buyers and buyer’s agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates.

3575 Somerset Circle, Kissimmee
3008 Red Ginger Road, Kissimmee
$219,000
2 Beds ⋅ 3 Baths ⋅ O6451698 MLS ⋅ 3008 BLDG.
This INCREDIBLY priced turnkey 2-bedroom, 2.5-bathroom townhome in the HIGHLY desirable Encantada Resort arrives fully furnished and offers total flexibility as a proven short-term rental, private vacation getaway, or permanent primary residence. The main level features a fluid open floor plan with tile flooring throughout the kitchen, dining, and living spaces, alongside a practical laundry room, utility closet and half bath. The rear sliding doors open directly to a semi-private back patio with your own private jacuzzi, providing an ideal retreat after a day of entertainment! Upstairs, the layout ensures privacy with a spacious primary suite and master bathroom along side a second bedroom featuring its own dedicated en-suite bathroom as well. Encantada Resort elevates the ownership experience with premium community amenities, including gated security, a vibrant clubhouse, a fitness center, zero-entry resort pools, and an on-site restaurant and lounge. The prime location places you just minutes from Disney parks, Universal Studios, and SeaWorld, as well as excellent local dining. Ownership is exceptionally effortless, as the HOA dues cover exterior maintenance, landscaping, cable, and internet. If that's not enough....Professional Short Term Management is already in place allowing the transition to be effortless, should you choose to keep their service! This won't last!! Call for your private viewing!

3008 Red Ginger Road, Kissimmee
217 Churchill Court, Kissimmee
$265,000
3 Beds ⋅ 2 Baths ⋅ O6451434 MLS
Welcome Home to 217 Churchill Court in Kissimmee, Florida! Move right in and enjoy the comfort and convenience of this well-maintained home with many important updates including a renovated kitchen and baths (2019), tile flooring throughout, roof (2022), and water heater (2021). All kitchen and laundry appliances included, two-car garage with an updated garage door and opener, and cable and internet included in the low monthly HOA. All in a convenient location close to major shopping, hospitals, and Central Florida’s world-famous theme parks. Well cared for, thoughtfully updated, and conveniently located—this home is ready for its next owner to move in and make it their own!

217 Churchill Court, Kissimmee
7621 Excitement Drive, Kissimmee
$750,000
5 Beds ⋅ 6 Baths ⋅ O6451007 MLS
REUNION ACTIVE MEMBERSHIP HOME. This feels like two properties in One! Luxury, Lifestyle and Legacy can only be found at Reunion Resort! Luxury starts when you drive in the front gate, Lifestyle starts when you realize the resort has everything from world class dining and golf to waterparks and lazy rivers, and Legacy stays when you can’t wait to do it all again! 7612 Excitement Drive nestled in the highly sought after Liberty Bluff community could be exactly what you have been looking for! The home greets you with a well-planned and laid out courtyard pool and entertaining space, equipped with an outdoor kitchen. Once inside you will immediately be taken back by the amount of open space and high ceilings and natural light. The home feels fresh and bright. The floor plan is open, inviting and perfect for entertaining. There are tons of Hidden Mickey’s sprinkled throughout the home from wall prints to cabinet handles. You may never find them all. The first floor is showcased with an escape to Arendelle bedroom. This makes for the perfect space for all the little Anna’s and Elsa’s. The second floor of the home continues the enchanted theme with a large master that pays homage to Mickey da Mouse along with a Star War Tribute room that is sure to wow any of those looking for a galaxy far far away. The laundry is located on the second floor along with a large balcony that extends the length of the home and overlooks the pool space. The home also has a separate garage and 2-bedroom themed apartment. This is what gives it a feeling of having 2 homes. With its own private entrance, you enter into the space and are greeted by a small a butler’s kitchen. There you will find a Harry Potter themed bedroom along with a second bunkbed bedroom with more Minions than you can count! This home can be used as a Disney Get-Away home, a part-time, full-time or even a short-term rental experience home. The home does have a newer roof and has been extremely well maintained. Please see the MLS Attachments for details. Reunion has it all! Three Signature Golf Courses- The Watson, The Palmer and The Nicklaus weave their way through the rolling landscape of the resort. The Tree lined streets make for great long walks or bike rides. Reunion boasts great dining options from a ROOF TOP TAPAS RESTURANT AND BAR, to THE CHOP HOUSE. Maybe it’s sushi in the lobby or a trip to a Reunion Hot Spot- THE NICKLAUS CLUBHOUSE. A Golf Cart Friendly community that is filled with activities for all, including Tennis, Putt-Putt, Pickle Ball, Member Events, Parties and a waterpark. If living in or visiting Reunion, remember it is super close to theme parks, shopping, and beaches. A Gated Community that works hard on staying the nicest in the area. ACTIVE REUNION RESORT MEMBERSHIP***

7621 Excitement Drive, Kissimmee
8121 Fan Palm Way, Kissimmee
$399,000
4 Beds ⋅ 2 Baths ⋅ S5158184 MLS
The best 4-bedroom, 2-bath pool home in the desirable 24-hour gated FULLY FURNISHED Windsor Palms Resort. Gorgeous 4 bedrooms and 2 bathrooms House, is fully equipped kitchen with appliances, as well as washer and dryer. Ideally located just minutes from Walt Disney World, near Disney's Animal Kingdom, and close to Margaritaville Resort Orlando. Residents also enjoy access to resort-style amenities, including a saltwater pool, hot tub, fitness center, game room, movie theater, sports courts, playground, BBQ areas, and scenic walking paths, The HOA included, cable and Internet and exterior maintenance. Located in a short-term rental-friendly community, this property offers flexibility for personal enjoyment or vacation home ownership. Enjoy exceptional resort amenities including a clubhouse with a spa, movie theater, cafe, fitness center, resort-style pool, tennis courts, sports courts, and 24-hour gated security. With easy access to Disney, shopping, dining, golf, and Orlando's top attractions, this is an outstanding opportunity to own in one of Central Florida's most popular resort communities.

8121 Fan Palm Way, Kissimmee
4005 Venetian Bay Drive Unit 108, Kissimmee
$249,000
4 Beds ⋅ 3 Baths ⋅ O6450830 MLS ⋅ 6 BLDG.
WELCOME TO VENETIAN BAY VILLAGES! Discover this charming, FULLY FURNISHED, two-story condominium located in a beautiful GATED, RESORT-STYLE COMMUNITY in the heart of Kissimmee! Perfect for a primary residence, vacation getaway, or investment opportunity, this property allows SHORT-TERM RENTALS WITH A MINIMUM STAY OF 7 DAYS! Step inside to a bright, inviting interior with a fully equipped kitchen, breakfast bar, spacious bedrooms, tasteful furnishings, and comfortable living spaces. Move-in ready and beautifully presented, this home offers convenience and flexibility from day one! Enjoy RESORT-STYLE AMENITIES, including a sparkling community pool, fitness center, playground, and beautifully landscaped surroundings. Conveniently located near Disney attractions, shopping, dining, entertainment, and major highways. Whether you’re looking for your Florida retreat or an income-producing investment opportunity, this property offers the perfect combination of LOCATION, LIFESTYLE, AND RENTAL FLEXIBILITY! SCHEDULE YOUR PRIVATE SHOWING TODAY!

4005 Venetian Bay Drive Unit 108, Kissimmee
930 Spring Park Street Unit 102, Kissimmee
$549,000
3 Beds ⋅ 2 Baths ⋅ O6449225 MLS ⋅ 930 BLDG.
Enjoy the best of Celebration living in this beautifully located first-floor condo directly across from the community pool! Relax on the wonderful porch overlooking the park, the perfect spot to enjoy your morning coffee or unwind at the end of the day. The home features ceramic tile throughout, convenient electric blinds, and a one-car garage. Ideally situated near downtown Celebration, you’ll enjoy easy access to charming shops, restaurants, walking paths, and the unique small-town atmosphere that makes Celebration so special. Don’t miss this opportunity to enjoy comfort, convenience, and an exceptional location!

930 Spring Park Street Unit 102, Kissimmee
955 Jack Nicklaus Court, Kissimmee
$1,990,000
9 Beds ⋅ 9 Baths ⋅ O6447431 MLS
Luxury, Legacy and Lifestyle greet you at the private “Bears Den” gate at Reunion Resort. TOUGH TO FIND and LIMITED SUPPLY OF 9 bedrooms. Only 4 years Old. Income producing with conveying 2027 Reservations. Once inside you will be met by this decked out 9 bedroom Reunion Resort Membership property, It's equally inviting and LARGE enough to accommodate families with forever stays or maybe just a long weekend. The home is one of just a few in the exclusive community that is a preferred corner lot. The home is being offered fully furnished including all GAMING SYSTEMS AND ARCADES. All the upgrades have been completed including theming, design extras, and enhanced gathering spaces. The LARGE open main level of the home entices everyone to discover more of what the property has to offer. Starting in the kitchen area you find dual refrigerators, and dual dishwashers behind a nicely appointed island accompanied by a large pantry. The living room seating can accommodate up to 12 and overlooks the massive back yard, pool, lounge, and exterior kitchen space through a wall of windows that let in the natural Florida Sunshine! Once outside notice the OVERSIZED patio space that not every home can offer. This is a game changer for the perfect pool day. The newly added putting green only enhances the outdoor time experience. This truly makes this home feel like its own resort. The first floor of the home also features a re-imagined garage space that will keep residents and guests alike busy for hours. No quarters needed! Upstairs you will find a custom loft area that is the focal point for families to gather and enjoy a comfortable and relaxing entertaining space. The theater/loft space is enough for 8 and marquee by an 86-inch television. You will also discover the two additional themed rooms that are classics and translate to multiple generations. A home filled with extras, charm and endless memory making possibilities. HUGE RENTAL AND MEMORY MAKING POTENTIAL. 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, driving range, golf simulator, member events, in-resort shuttle service, and event space. Live the resort lifestyle like a VIP. NO OTHER RESORT IN THE AREA HAS THIS!!!! Minutes to Disney and close to Beaches, Universal, Legoland and Sea World. Schedule a tour today.

955 Jack Nicklaus Court, Kissimmee
4650 Eagle Peak Drive, Kissimmee
$395,000
4 Beds ⋅ 2 Baths ⋅ O6449031 MLS
Beautifully presented and fully furnished, this spacious 4-bedroom, 2-bathroom single-story home is ideally located in the sought-after Eagle Pointe community in Kissimmee. Offering excellent flexibility, the property is well suited as a short-term vacation rental, long-term investment, or comfortable primary residence. One of the home’s standout features is its private south-facing swimming pool overlooking the tranquil pond, creating a peaceful and secluded setting to relax, entertain, and enjoy beautiful uninterrupted water views. Inside, the home offers a bright and spacious layout with an open-plan living area, separate kitchen, breakfast nook, and formal dining area. The generous primary suite also enjoys beautiful pond views and features a large en-suite bathroom with a walk-in closet, separate WC, walk-in shower, and soaking tub. Three additional well-proportioned bedrooms provide plenty of space for family, guests, or a home office. The location adds even more appeal, with grocery stores, restaurants, and everyday conveniences just minutes away. Mater Palms Academy and Knight’s Point K-8 are both within easy walking distance, while the SunRail station is approximately 2 miles away. Excellent road connections provide convenient access to Orlando, Kissimmee, St. Cloud, Lake Nona, major employment centers, and Central Florida’s world-famous attractions. Whether you’re searching for a turnkey investment opportunity, vacation home, or full-time Central Florida residence, this Eagle Pointe home combines a private swimming pool overlooking the pond, generous living space, flexibility, and an excellent Central Florida location.

4650 Eagle Peak Drive, Kissimmee
3174 Feltrim Pl Unit 103, Kissimmee
$255,000
3 Beds ⋅ 2 Baths ⋅ S5159210 MLS ⋅ 3174/103 BLDG.
INVESTMENT OPPORTUNITY MINUTES FROM DISNEY! Skip the hardest part of starting a vacation rental. Welcome to 3174 Feltrim Pl #103, a fully furnished 3-bedroom, 2-bath condo in Kissimmee with three years of proven rental results, a 4.94-star Airbnb rating across 110 guest reviews, Airbnb’s “Guest Favorite” distinction, and Superhost-level management. Located in Central Florida’s vacation and tourism corridor, this established rental offers investors an opportunity to purchase a guest-ready property with an operating history. Existing Airbnb reservations will be transferred to the buyer, subject to Airbnb policies and coordination with booked guests. Located just minutes from Walt Disney World, the condo is conveniently situated near major roadways, shopping, restaurants, entertainment, and world-famous attractions. Its gated community features a clubhouse and community amenities, creating an appealing setting for vacation guests and owners. Enjoy it as an investment property or combine rental use with your own family getaways. Carefully maintained to guest-ready standards, the condo earns a perfect 5.0 guest rating for accuracy, with reviews regularly highlighting its spotless spaces, comfort, and restful beds. It comes fully furnished and equipped to sleep eight, with a full kitchen, a 75-inch smart TV with streaming, fast Wi-Fi, a dedicated workspace, and free parking. CASH BUYERS & INVESTORS Come See this property! Revenue history and operating details are available to qualified buyers upon request. Schedule your private showing today to explore this established Kissimmee vacation-rental opportunity.

3174 Feltrim Pl Unit 103, Kissimmee
3377 Tranquil Trail, Kissimmee
$344,900
3 Beds ⋅ 3 Baths ⋅ S5159233 MLS ⋅ 00 BLDG.
EXCELLENT OPPORTUNITY FOR HOMEOWNERS AND INVESTORS! Welcome to The Hub at Westside, a desirable community in the heart of Kissimmee, offering the perfect combination of comfort, convenience, and location! Built in 2023, this beautifully maintained two-story townhome features 3 spacious bedrooms, 3 full bathrooms, and approximately 1,360 square feet of thoughtfully designed living space. The bright, open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating an inviting atmosphere for everyday living and entertaining. The modern kitchen features stylish cabinetry, stainless steel appliances, generous counter space, and a functional layout. The property also offers two private en-suite bedrooms, providing added comfort, flexibility, and privacy. Enjoy the convenience of a low-maintenance lifestyle in a community featuring a resort-style clubhouse, swimming pool, fitness center, and gathering spaces. LOCATION, LOCATION, LOCATION! Ideally situated just minutes from Walt Disney World, major attractions, shopping, restaurants, and convenient access to major highways, this property offers an excellent opportunity for primary residents, second-home buyers, or investors looking to expand their rental portfolio in the growing Central Florida market. Whether you're searching for your next home or an investment property, this townhome delivers comfort, functionality, and exceptional location. Don't miss this opportunity! Schedule your private showing today and discover everything The Hub at Westside has to enjoy!

3377 Tranquil Trail, Kissimmee
3210 Guana Way, Kissimmee
$320,000
4 Beds ⋅ 3 Baths ⋅ S5159143 MLS ⋅ 3200 BLDG.
Amazing 4BR/3BA Furnished Townhome Resort-Style in Kissimmee near Disney, live or rent this bright, elegant and spacious property that give you an ultimate flexibility whether you are looking for OWNER OCCUPIED as a First or Second home or as INVESTOR of a high potential rental property, SHORT TERM OR LONG-TERM RENT zoned. Enjoy a modern turnkey layout with plenty of space for family, guests, tourists or tenants. Prime Central Florida location, just minutes from major attractions as world famous Disney parks, shopping malls, restaurants, and entertainment. Easy access to major road makes trips to Orlando and the area top attractions quick and convenient. Act now to schedule your showing today!

3210 Guana Way, Kissimmee
Start Your Search

How much is your home worth?

Get instant property value now!