Osceola Homes with Private Entrance Exterior Features

Osceola Homes with Private Entrance Exterior Features

Welcome to Osceola County, Florida – a vibrant destination that beautifully blends natural beauty with modern living. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, rich history, and proximity to world-famous attractions like Walt Disney World and Universal Studios. With its charming small towns, lush parks, and diverse recreational opportunities, Osceola offers a lifestyle that is both exciting and serene.

When it comes to finding your dream home in this picturesque county, look no further than our selection of residences featuring private entrance exterior features. Imagine stepping into your own sanctuary, where privacy and comfort are paramount. These homes are designed with a focus on individuality and exclusivity, providing you with a seamless transition from the outside world to your personal oasis.

Whether you’re entertaining friends or enjoying a quiet evening, homes with private entrances offer the perfect blend of convenience and seclusion. The exterior features not only enhance the aesthetic appeal of the property but also provide an added layer of security and peace of mind. With easy access to your home, you can enjoy the freedom to come and go as you please, all while relishing the beauty of the surrounding landscapes.

Osceola County is not just a place to live; it’s a community where you can thrive. From outdoor adventures in the nearby parks to exploring local shops and dining, you’ll find everything you need right at your fingertips. Discover your perfect home with a private entrance in Osceola County, where comfort meets convenience in the heart of Florida!

Newest Osceola Homes with Private Entrance Exterior Features

$220,000
3 Beds ⋅ 2 Baths ⋅ Raintree Park Ph 2 SubDv. ⋅ 34743 Zip Code
Virtually Staged. Short Sale. Opportunity knocks at 3108 Landsend Court! This nicely updated SHORT SALE presents a rare opportunity to purchase a spacious townhome in an incredibly convenient location at an attractive value. Step inside to a bright and airy floor plan highlighted by an impressive living room that opens to the second floor, creating soaring ceilings and an abundance of natural light. One of the home's most desirable features is the large first floor primary bedroom, providing added privacy and the convenience of avoiding stairs for everyday living. The home has already received several valuable updates, including a 2020 HVAC system, newer flooring, an updated kitchen, and updated bathrooms, giving buyers a great head start while still offering an opportunity to make the property their own. Outdoor space includes a charming private courtyard at the front of the home as well as a rear patio overlooking a shared yard, providing multiple places to relax and enjoy the Florida weather. The community offers a fantastic pool and playground, adding even more value without the maintenance responsibilities of owning a private pool. Location is another major advantage. The property is just a short drive from Florida's Turnpike and conveniently located near shopping, dining, public transportation, and everyday necessities. Improved and widened area roadways also provide convenient access toward Orlando International Airport, making this an excellent location for commuters and anyone wanting easy access throughout Central Florida. Whether you're searching for a primary residence or an opportunity to purchase a nicely updated property at a potentially exceptional value, 3108 Landsend Court deserves your attention. SHORT SALE approval is required, creating a unique opportunity for a patient buyer looking to capitalize on value in today's market.

3108 Landsend Court, Kissimmee
$250,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Villages Condo Phase 3 SubDv. ⋅ 34741 Zip Code
EXCELLENT INVESTMENT OPPORTUNITY OR FLORIDA VACATION HOME! Welcome to 2260 San Vital Dr #108, a spacious 4-bedroom, 3-bathroom residence located in the desirable guard-gated resort community of Venetian Bay Villages in Kissimmee. This property offers an excellent combination of comfort, convenience, and investment potential, with short-term rentals permitted. “Beautifully updated property featuring three completely renovated bathrooms with new flooring. The entire second floor has also been upgraded with new flooring, replacing all previous carpeting. The home features a desirable dual-primary-suite floor plan, with one primary en-suite conveniently located on the first floor and a second private primary suite upstairs. The main level offers an open living and dining area with high ceilings and abundant natural light, along with a functional kitchen and breakfast bar. Two additional bedrooms share a full bathroom, providing plenty of space for family and guests. Property is offered unfurnished. Venetian Bay Villages offers an impressive selection of resort-style amenities, including 24/7 guard-gated security, four community swimming pools, a clubhouse, fitness center, movie theater, game room/arcade, business center, tennis and basketball courts, volleyball, playgrounds, picnic areas, and walking trails. Ideally located near Central Florida's world-famous attractions, shopping, dining, and major roadways, this property provides convenient access to Disney, Universal Orlando, SeaWorld, and everything the Orlando/Kissimmee area provides. With short-term rentals permitted, including Airbnb/VRBO, this property is an excellent option for investors, a vacation home, or a primary residence. Schedule your private showing today and discover all that Venetian Bay Villages provides!

2260 San Vital Drives Unit 108, Kissimmee
$635,000
6 Beds ⋅ 4 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 6-bedroom, 3.5-bathroom pool home in the highly desirable gated Windsor Palms Resort! Situated on a premium corner lot, this turnkey vacation home offers a spacious and inviting layout, making it ideal for personal use, a second home, or a short-term rental investment.The home features an updated kitchen with granite countertops, travertine backsplash, stainless steel appliances, and a breakfast bar. The kitchen opens to the spacious living and dining areas, with direct access to the pool deck and convenient half bath. The first floor includes three bedrooms, including two suites. The primary suite offers pool views, an ensuite bathroom with dual vanities, garden tub, separate shower, walk-in closet with built-in safe, owner’s closet, and direct pool access. Upstairs are three additional bedrooms and a full bathroom.The professionally converted garage is a fully equipped game room with pool table, foosball, and arcade machine. Each bedroom includes a TV and ceiling fan. Enjoy the private heated pool and spa under the screened enclosure, featuring a new variable-speed pump installed in 2025, remote access, new LED lighting, and premium outdoor furniture with loungers and dining area.Meticulously maintained with approximately $75,000 in updates during the seller’s ownership. Offered fully furnished and ready to enjoy or rent.Windsor Palms Resort features 24-hour guard-gated security, clubhouse, fitness center, movie theater, convenience store, heated resort pool, jacuzzi, splash pad, tiki bar, tennis, pickleball, basketball, beach volleyball, playground, and picnic/BBQ areas. HOA includes internet, cable TV, trash, lawn care, irrigation, and exterior pest control. Located just minutes from Disney, shopping, dining, and entertainment, this exceptional property offers the perfect combination of comfort, resort amenities, and investment potential.

Kissimmee
$275,000
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 1 Nbhd 1 North SubDv. ⋅ 34758 Zip Code
Move-in ready three-bedroom, two-bathroom home in Poinciana, offering thoughtful updates, privacy, and a unique canal-front setting. Inside, the inviting open floor plan connects the main living areas, creating a spacious and comfortable feel. The updated kitchen features granite countertops and black/stainless-steel appliances, while the refreshed bathrooms include an updated primary shower. Additional improvements include a 2018 roof. Step outside to a spacious backyard that backs directly to the canal, creating a peaceful setting with plenty of room for outdoor entertaining, gardening, or simply enjoying the Florida lifestyle. The extra-long driveway sets the home back from the main road, offering additional parking, privacy, and separation from passing traffic. Conveniently located near schools, shopping, dining, pharmacies, and Poinciana Medical Center, with easy access to Highway 17 and the Poinciana Parkway for commuting throughout Central Florida. With its combination of updates, space, waterfront setting, and convenient location, 374 Colonade Court is ready for its next owner. Schedule your private showing today!

374 Colonade Court, Kissimmee
$320,000
3 Beds ⋅ 2 Baths ⋅ Lake Front Add To Town Of St Cloud SubDv. ⋅ 34769 Zip Code
Welcome to 15 New York Avenue, an adorable 3-bedroom, 2-bath home in the heart of St. Cloud, located just THREE houses from the beautiful East Lake Tohopekaliga lakefront! This move-in-ready home offers a comfortable and inviting layout with plenty of natural light, vaulted ceilings, and a spacious living and dining area. The kitchen flows easily into the main living space, making the home feel open and welcoming. Step outside to your own private backyard retreat featuring mature landscaping, a fenced yard, covered rear porch, screened in, brick pavers, and a storage shed with plenty of room for your outdoor essentials. But the LOCATION is what truly makes this one special! Enjoy being just steps from the St. Cloud lakefront, where you can take advantage of walking and biking paths, parks, playgrounds, fishing, boating, and gorgeous views of East Lake Tohopekaliga. You're also just minutes from Downtown St. Cloud with local restaurants, shopping, and community events. If you've been looking for an adorable home with character in one of St. Cloud's most loved locations, this is one you don't want to miss!

15 New York Avenue, St Cloud
$269,000
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 1 Nbhd 1 South SubDv. ⋅ 34758 Zip Code
Charming 3 bedrooms and 2 full-bath in quite Kissimmee/ poinciana neighborhood . This home has a bright and cozy atmosphere, with a split bedroom and separate family room. As you step out to the back yard, you will be greeted by an open deck patio and fence. where you can enjoy outdoor living in privacy. The two car garage has storage,screen door garage opener , utility sink and pull down ladder.Hurricane shutter and rain Gutters for your added safety and peace of mind.Not forgetting , shopping center and schools within close proximity .

526 Maricopa Drive, Kissimmee
$564,900
4 Beds ⋅ 4 Baths ⋅ Bellalago Ph B-2 SubDv. ⋅ 34746 Zip Code
NEWER ONE OWNER HOME, WELL LOCATED IN THE FANTASIC SUBDIVISION OF BELLALOGO, TO MANY FEATURES TO LIST, LAKE FRONT COMMUNITY, PARKS, PLAYGROUNDS, DOG PARK, COMMUNITY POOL, ETC. HOME FEATURES AN OPEN LAYOUT FOR FAMILY AND GREAT GET TOGETHERS, BIG REAR YARD TO ALLOW EXTENDED LIVING OUTSIDE WITH FRIENDS FAMILY AND NEIGHBORS. 4 LARGE BEDROOM AND 3.5 BATHS, GAME ROOM, ETC . CHIEF STYLE KITCHEN WITH ALL THE FEATURES YOU WOULD EXPECT. WELL APPOINTED FEATURES THROUHTOUT THE HOME. ALSO INCLUDES THE EXTRA LARGE AND VERY MUCH DESIRED 3 CAR GARAGE, PROVIDING BOTH CONVENYENCE AND MULITPLE STORAGE OPTIONS. THIS HOME HAS IT ALL AND IS PRICED TO MOVE.

2931 Agostino Terrace, Kissimmee
$849,000
6 Beds ⋅ 5 Baths ⋅ Tohop Estates SubDv. ⋅ 34746 Zip Code
1650 Granada Boulevard delivers the space, privacy, and freedom that are becoming increasingly difficult to find in Central Florida. Set on 2.4 acres with no HOA, this six-bedroom, five-bathroom home offers a peaceful rural setting while still being close to Orlando’s world-famous attractions. The approach sets the tone, with a long driveway beneath mature oak trees draped in Spanish moss. Inside, the entire home is on one level with no interior steps. The well-designed floor plan is an excellent fit for a large or multigenerational household, providing comfortable gathering spaces along with privacy and separation between the bedrooms. A large kitchen sits at the center of the home, conveniently connecting the different living areas. The screened lanai creates a private outdoor living space centered around a large swimming pool and expansive paver deck. A dedicated pool bathroom is conveniently located nearby, while the poolside bar includes a sink and refrigerator to keep drinks and refreshments close at hand. Beyond the lanai is a spacious playground area with soft rubber-style ground cover. A separate fenced area provides a secure outdoor space for pets. The property also includes a large workshop with room for cars, tools, hobbies, storage, and ongoing projects. A separate carport provides covered parking for a boat or RV, and the open acreage offers even more room for trailers, work trucks, recreational vehicles, and equipment. This property combines the privacy and flexibility of country living with convenient access to everything the Orlando area has to offer. With single-level living, useful acreage, outstanding outdoor space, and no HOA, everyone—and everything—has room to breathe.

1650 Granada Boulevard, Kissimmee
$306,000
2 Beds ⋅ 2 Baths ⋅ Suncrest SubDv. ⋅ 34771 Zip Code
HUD CASE094-977894 welcome to 2639 SUNRIDGE LOOP .This home features covered entrance, open floor plan where the kitchen overlooks a spacious great room,the sliding door opensup to a spacious lanai, making it perfect for gatherings. High ceilings throughout create an even greater sense of space, and the split-bedroom layout provides added privacy. The property includes an interior laundry room and spacious two-car garage.

2936 Sunridge Loop, St Cloud
$485,000
4 Beds ⋅ 3 Baths ⋅ Indian Creek Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to 2631 Autumn Creek, a turnkey, fully furnished 4-bedroom, 3-bathroom pool home with 1,760 sq. ft., ideally located just minutes from Walt Disney World, US-192, shopping, dining, and Orlando’s major attractions. The inviting open floor plan is perfect for everyday living and entertaining. Step outside to the private screened pool overlooking a peaceful conservation area with no rear neighbors, providing exceptional privacy. The converted garage offers a fun game room with pool table and foosball table. Additional highlights include a NEW ROOF (2023), new washer (2026), new pool heater (2023) and NO HOA. Community amenities include a playground, tennis court, and basketball court. With its prime location, furnishings, private pool, and flexible use, this property is an excellent choice for a primary residence, vacation home, short-term rental, or long-term rental investment. Move-in or rental ready!

2631 Autumn Creek Circle, Kissimmee
$299,000
3 Beds ⋅ 3 Baths ⋅ Poinciana Village 1 Nbhd 3 West SubDv. ⋅ 34758 Zip Code
Welcome to this spacious one-story pool home offering exceptional flexibility, generous living spaces, and three bedrooms, each with its own ensuite bathroom. From the moment you arrive, you’ll appreciate the extra-wide driveway providing an abundance of parking for family, guests, or recreational vehicles. Step inside to a welcoming main living area featuring a living room, dining room, and kitchen. To the right of the home, the primary suite offers a walk-in closet and private primary bathroom. Toward the back of the home, a second living room provides additional space for entertaining, relaxing, or creating a separate family gathering area. Beyond the second living room is an oversized guest bedroom with its own ensuite bathroom. This exceptionally large room offers the unique possibility of being divided into two separate rooms, depending on your needs. Off the second living room is a large Florida room that offers endless possibilities. Use it as a game room, home office, hobby space, fitness room, entertainment area, or simply an additional place to enjoy the Florida lifestyle. The home also features a large ADA-accessible bedroom and bathroom located to the left upon entering. This versatile space has its own private entrance from the left side of the home, providing added privacy and flexibility for guests or extended family. A ramp leads from the left-side fenced entrance directly to the private entry door, offering convenient accessibility. Step outside to a fully privacy-fenced backyard designed for enjoying the Florida lifestyle. The screened-in lanai features a pool, creating a wonderful space for swimming, relaxing, and entertaining year-round. The pool was resurfaced in 2021 and features a new pool pump installed in 2023. A backyard shed provides additional storage for tools, pool equipment, and outdoor belongings. Major updates provide added peace of mind, including a NEW roof and NEW AC system, both installed in 2024, a new privacy fence installed in 2026, and updated bathrooms throughout the home. With multiple living areas, three ensuite bedrooms, an oversized flexible guest suite, a large Florida room, an ADA-accessible private-entry suite, abundant parking, and a private pool, this home offers an impressive combination of space, versatility, and functionality. Whether you’re looking for room for a large family, multigenerational living, space for guests, or simply a home with plenty of options, this property is ready to accommodate a variety of lifestyles.

664 Madrid Drive, Kissimmee
$474,900
4 Beds ⋅ 3 Baths ⋅ Reunion Village Ph 4 & 5 SubDv. ⋅ 34747 Zip Code
TURNKEY short-term rental business for sale, 2nd vacation home, or lovely primary residence for you & your family. YOU CHOOSE!! Both Long and short-term leasing is permitted. Ideal for Airbnb, VRBO, and related sites. This home was built to accommodate small and large families: 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. **available warranties included.** The community was designed to make everyday life here feel like a vacation! Featuring 5 Star resort-style amenities featuring a 5-acre resort waterpark, 7pools, Tennis Courts, a Playground, 10 restaurants, and much MUCH MORE!! Ideally located close to all major theme parks (just a short drive away from all Disney parks, Disney Springs, Universal Studios & resorts, Sea World, etc), attractions (signature championship golf courses, shopping, downtown Orlando areas, dining, Champions Gate), major Highways (I-4, turnpike, 417, & 429), 30mins from Orlando International Airport. Around the clock security/surveillance throughout the entire gated community complete w/ a guarded entrance & regular patrols by security personnel throughout the neighborhood and all access points. **Also eligible for the GOVERNMENT BACKED Rent to own program** Easy to Show!! Call now to book your appt!

7745 Somersworth Drive, Kissimmee
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