Osceola Homes with Private Entrance Exterior Features

Osceola Homes with Private Entrance Exterior Features

Welcome to Osceola County, Florida – a vibrant destination where the charm of small-town living meets the excitement of big-city amenities. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning natural landscapes, including picturesque lakes, lush parks, and a rich tapestry of wildlife. Home to the bustling city of Kissimmee, this county offers a unique blend of cultural diversity, recreational opportunities, and family-friendly attractions, making it an ideal place to call home.

Osceola County is not just about beautiful scenery; it’s also a haven for those seeking privacy and comfort in their living spaces. Imagine coming home to a beautiful residence featuring private entrance exterior features, providing you with a sense of seclusion and tranquility. These homes are designed to offer an inviting atmosphere, where you can unwind after a busy day, entertain guests, or simply enjoy the serenity of your surroundings.

With a variety of architectural styles and layouts, Osceola County boasts homes that cater to diverse lifestyles, whether you’re a growing family, a retiree seeking peace, or a professional looking for a vibrant community. The private entrance adds an extra layer of exclusivity, allowing you to create your own personal oasis right in the heart of Florida.

Explore the endless possibilities that Osceola County offers, from its rich history and cultural attractions to its stunning outdoor activities. Discover your dream home today, where comfort and privacy await you in this enchanting corner of Florida!

Newest Osceola Homes with Private Entrance Exterior Features

$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

$815,000
3 Beds 3 Baths S L & I C SubDv. 34772 Zip Code
Welcome to this absolutely breathtaking, one-of-a-kind home perfectly poised on arguably one of the most beautiful lots in Saint Cloud's most desirable neighborhood. No detail was left out of the design process for this original coastal farmhouse. From brick wall accents to the hidden pantry and staircase, to simply the well thought-out design that embraces practical style and functionality, this home exudes an elevated and comfortable lifestyle. Downstairs and on one side of the home, the Primary Suite, complete with spacious ensuite bath and massive walk-in closet, showcases picture windows allowing for natural light to filter in, and French doors leading to the back porch and yard. Also downstairs, 2 other bedrooms with jack-and-jill bathrooms allow for children or guests to have their own privacy and space. One of the most unique and show-stopping features of the home is the well-appointed office just off the foyer. This glass-front room provides not only a functional, but a beautiful place to work. Equally impressive is the living room with built-ins and an electric fireplace, all overlooking the pristine, private back yard, and also visible from the gourmet kitchen and dining area. You won't be at a loss for storage-or style-here. Up the hidden staircase, a loft with separate bonus room allow for a 4th bedroom and playroom, den, or homeschool room. You'll also have easy access to the impressive attic storage as well. Outside, the front and back porches allow you to take in the gorgeous outdoors. The back porch is screened and a perfect place for entertainment with speaker system and surround sound there, and throughout the interior as well. Attached to the home is a very clean 3-car garage. If that's not enough, the detached bonus garage provides ample storage as well. Currently used as a home gym, the sky is really the limit for this space. For a better tour of what this estate has to offer, view the property video and 3D tour, or schedule a private viewing today!

4623 Mildred Bass Road, St Cloud

$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

$249,000
2 Beds 2 Baths Stoneybrook South North Prcl Ph 2 SubDv. 33896 Zip Code
FULL GOLF AND TENNIS MEMBERSHIP INCLUDED!!! Beautifully maintained and thoughtfully designed, this open-concept 2-bedroom, 2-bathroom villa is the perfect blend of luxury and comfort. IMMACULATE! LIGHT AND BRIGHT! Conveniently located just a short stroll from the neighborhood pool. The kitchen showcases elegant quartz countertops, slate-finish appliances, and a spacious breakfast bar, ideal for casual dining and entertaining. The primary suite offers a large, custom walk-in closet, dual sinks, and a walk-in shower. A generously sized secondary bedroom is ideal as an office or den. Additionally, a versatile flex room provides the option a separate Dining Room. This villa features high-end flooring, screened lanai, epoxy garage floor, and separate laundry room. Enjoy the ease of golf cart access throughout the entire community! This gated, resort-style community offers an unparalleled lifestyle centered around three exclusive clubhouses. The Oasis Club features a 14,000 sq ft clubhouse with a full-service restaurant, movie theater, fitness center, game room, tiki bar, lazy river, cabanas, and more. The private, resident-only Plaza clubhouse offers a second restaurant and bar, fitness center, game room, two pools, and pickleball courts—perfect for an active and social lifestyle. Now open, The Retreat Club features an exciting waterpark that brings even more fun for residents and guests. The HOA includes full access to all three clubhouses and their amenities, a complete golf and tennis membership, food and beverage credit, gated entry, full lawn maintenance, security monitoring, cable, phone, and internet. CDD and trash services are included in the property taxes. ChampionsGate Country Club offers the ultimate Florida lifestyle—whether you’re enjoying a round of golf, relaxing poolside, or dining with friends at one of the three clubhouses. All of this, just minutes from world-renowned theme parks, championship golf, premier shopping, and endless dining options in the Orlando area!

1064 Blackwolf Run Road, Davenport

$379,700
3 Beds 3 Baths Pinewood Gardens SubDv. 34769 Zip Code
Welcome home to a lifestyle designed for comfort, space, and everyday enjoyment! Built in 2019, this beautiful two-story home offers 3 bedrooms, 2.5 bathrooms, a spacious den, and a 2-car garage, combining modern features with a warm and inviting feel. The open-concept living area flows seamlessly into a stylish kitchen featuring a large center island with seating, granite countertops, stainless steel appliances, and plenty of cabinetry—perfect for casual mornings, entertaining friends, or gathering with family. Step outside and enjoy a generous private, fully fenced backyard with an extended paver patio, offering plenty of room for outdoor dining, entertaining, pets, play, or simply relaxing and enjoying the Florida lifestyle. Inside, crown molding throughout the home adds an elegant finishing touch, while a smart home system with Alexa brings convenience to your daily routine. The home is also equipped with a water softener/filtration system for added comfort. The spacious den provides the flexibility today's lifestyle demands—ideal for a home office, media room, playroom, or additional living space. Upstairs, the bedrooms offer a comfortable retreat from the main living areas. Modern, spacious, move-in ready, and designed for both entertaining and everyday living—this is a home where you can truly settle in and enjoy the Florida lifestyle. Schedule your private showing today!

3821 Pinewood Gardens Boulevard, St Cloud

$650,000
2 Beds 2 Baths S L & I C SubDv. 34772 Zip Code
Welcome to 4465 Story Road, where peaceful country living meets endless opportunity on 9+ acres in one of St. Cloud's fastest-growing corridors. Whether you're dreaming of building a private family compound, expanding your investment portfolio, or simply escaping the pace of the city, this exceptional property offers the rare combination of privacy, acreage, and convenience. The charming 2-bedroom, 2-bath residence features a warm, open-concept floor plan filled with rustic character. The inviting farmhouse-inspired kitchen showcases vintage charm and serves as the heart of the home, flowing seamlessly into the spacious living area—perfect for entertaining or enjoying quiet evenings overlooking your own slice of Old Florida. Both bedrooms are generously sized, including an oversized primary suite designed for comfort and relaxation. Step outside and experience what makes this property truly special. Surrounded by wide-open skies, mature trees, and friendly neighbors, you'll enjoy the serenity of country living while remaining close to everything Central Florida has to offer. The property is located near Lake Gentry, offering easy access to boating, fishing, horseback riding, and outdoor recreation, and sits adjacent to the private Gentry Airport, making it especially appealing for aviation enthusiasts. Despite its peaceful setting, you're only: Approximately 30 minutes to Lake Nona Medical City, Lake Nona Town Center, Boxi Park, Drive Shack, premier dining, shopping, and entertainment. Approximately 30 minutes to Orlando International Airport (MCO). Approximately 20 minutes to Florida's Turnpike, providing convenient access to Orlando, Kissimmee, and Central Florida's world-famous attractions. Within easy driving distance of Historic Downtown St. Cloud, East Lake Tohopekaliga, restaurants, shopping, golf, and everyday conveniences. For developers and land investors, the location is equally compelling. The surrounding Lake Gentry and Hickory Tree Road corridor continues to experience significant residential growth with nearby master-planned communities, expanding infrastructure, and new home construction. This area sits within the path of continued east Osceola County expansion, driven by the ongoing growth of Lake Nona, Medical City, and the southeastern Orlando corridor. New residential communities such as Estates at Hickory Cove are bringing additional amenities and housing to the immediate area, while continued investment throughout the Lake Gentry corridor reinforces the area's long-term appreciation potential. Properties offering this much land, privacy, and proximity to Central Florida's fastest-growing employment and lifestyle hubs are becoming increasingly difficult to find. Whether you're looking for a forever home, an equestrian retreat, a custom estate site, or a long-term investment opportunity, 4465 Story Road offers the space, location, and lifestyle to make it happen.

4465 Story Road, St Cloud

$349,900
4 Beds 2 Baths Haf Hop Unit 2 SubDv. 34739 Zip Code
Virtually Staged. 100% financing available through a USDA loan! Experience the perfect blend of modern comfort and peaceful country living in this brand-new 2025 construction home located in charming Kenansville—with NO HOA, no rear neighbors, and no immediate side neighbors. Situated on nearly a quarter-acre, this property offers wide-open surroundings, an expansive driveway, and plenty of room for your boat, RV, jet skis, and other outdoor toys! Step inside and be welcomed by abundant natural light, an open-concept layout, impressive 15-foot vaulted ceilings, recessed lighting, and durable tile flooring throughout for easy maintenance. The modern kitchen features quartz countertops, new stainless steel appliances, generous cabinetry and pantry space, plus breakfast-bar seating for casual dining. A separate dining area provides additional space for everyday meals and entertaining. The split-bedroom floor plan offers added privacy, with the secondary bedrooms located on the opposite side of the home from the primary suite. The spacious primary retreat also showcases soaring vaulted ceilings, a walk-in closet, and a private en-suite bathroom complete with dual vanities, a soaking tub, and a separate glass-enclosed walk-in shower. Additional highlights include a private well with an advanced water-filtration system and a new septic tank. Enjoy peaceful mornings, open skies, natural surroundings, and the freedom of country living without sacrificing modern finishes. Outdoor adventure is always nearby! Explore Lake Marian, a 6,000-acre spring-fed lake known for fishing, boating, kayaking, wildlife, and beautiful sunsets. A public boat ramp, fishing pier, and Lake Marian Restaurant are just minutes away. Wild Florida’s Drive-Thru Safari Park, Gator Park, animal encounters, and airboat adventures are also within easy reach. Enjoy convenient access to St. Cloud and approximately an hour to Orlando-area conveniences. If you have been dreaming of a new modern home with privacy, open space, outdoor recreation, and no HOA, this is the one!

121 S Canoe Creek Road, Kenansville

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