Osceola Homes with Key West Architectural style

Osceola Homes with Key West Architectural style

Welcome to Osceola County, a vibrant gem nestled in the heart of Central Florida, where the enchanting city of Kissimmee beckons with its rich history and diverse cultural landscape. Known for its warm climate and friendly atmosphere, Osceola County offers a unique blend of urban amenities and natural beauty, making it an ideal place to call home.

Kissimmee is renowned for its proximity to world-famous attractions, including Walt Disney World and Universal Studios, yet it maintains a charming small-town feel. With picturesque parks, scenic lakes, and a plethora of recreational activities, residents can enjoy the best of both worlds—adventure and tranquility.

One of the standout architectural styles you’ll find in this region is the captivating Key West style. Characterized by its vibrant colors, metal roofs, and spacious porches, these homes exude a laid-back coastal charm that perfectly complements the sunny Florida lifestyle. Key West homes in Kissimmee often feature open floor plans, allowing for seamless indoor-outdoor living, ideal for entertaining friends and family or simply soaking up the sun.

Imagine sipping your morning coffee on your porch, surrounded by lush tropical landscaping, or hosting a barbecue in your backyard oasis. The Key West architectural style not only provides aesthetic appeal but also embodies a sense of community and relaxation that is synonymous with life in Osceola County.

Whether you’re seeking a primary residence or a vacation getaway, Kissimmee’s Key West homes offer a delightful escape where you can create lasting memories. Embrace the vibrant culture, stunning landscapes, and welcoming spirit of Osceola County—your perfect home awaits!

Newest Osceola Homes with Key West Architectural style

$235,000
2 Beds ⋅ 2 Baths ⋅ Runaway Beach Club Condo SubDv. ⋅ 34746 Zip Code
LIVE VIRTUAL & ZILLOW TOUR! TURNKEY VACATION RENTAL COMMUNITY in RUNAWAY BEACH RESORT! Welcome to this beautiful, fully furnished maintained 2-bedroom, 2-bath first-floor corner condo in the highly sought-after Runaway Beach Resort, just minutes from Walt Disney World, shopping, dining, golf, and all of Central Florida's world-famous attractions. Whether you're looking for a successful short-term rental investment, a vacation getaway, or a primary residence, this versatile property checks all the boxes. The spacious split-bedroom floor plan offers an open living and dining area, a fully equipped kitchen, and a comfortable layout designed for relaxing after a day of fun. Runaway Beach Resort is a gated, resort-style community featuring tropical landscaping, multiple swimming pools, a hot tub, fitness center, clubhouse, lakefront walking paths, and more. Short-term rentals are permitted, making this an outstanding opportunity for investors seeking immediate income potential. Rental history and operating expenses are available upon request. Don't miss your chance to own a piece of paradise in one of Kissimmee's most popular vacation communities!

3003 Limbo Lane Unit #103, Kissimmee
$647,746
6 Beds ⋅ 4 Baths ⋅ Waterlin SubDv. ⋅ 34772 Zip Code
Virtually Staged. Under Construction. The Avalon with Bonus Room by Dream Finders Homes offers 6 bedrooms, 4 bathrooms, and incredible flexibility for today's lifestyle. Featuring a first-floor primary suite plus three additional main-level bedrooms, this thoughtfully designed home provides space for everyone. Upstairs, enjoy a large bonus/game room along with two additional bedrooms and a full bath. Located in the sought-after Waterlin community, this home is perfect for entertaining, multi-generational living, and everyday comfort. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

200 S Cypress Fork Trail, St Cloud
$660,669
6 Beds ⋅ 4 Baths ⋅ Waterlin SubDv. ⋅ 34772 Zip Code
Virtually Staged. Under Construction. Welcome to the Avalon with Bonus Room in Waterlin! This spacious 6-bedroom, 4-bath home features a first-floor primary suite plus three additional main-level bedrooms, offering incredible flexibility for families and guests. Upstairs, enjoy a huge bonus/game room along with two additional bedrooms and a full bath. Backing onto a scenic pond, this home combines generous living space, functional design, and beautiful waterfront views in one exceptional package.

4452 S Firefly Lane, St Cloud
$446,260
4 Beds ⋅ 3 Baths ⋅ Waterlin 45'S SubDv. ⋅ 34772 Zip Code
Virtually Staged. Under Construction. The Magnolia floorplan offers a comfortable two-story layout featuring 4 bedrooms and 2.5 bathrooms, ideal for those seeking both space and functionality. The main floor includes a spacious family room adjacent to the dining area, with a covered patio extending from the Living room for outdoor enjoyment. The kitchen provides direct access to the dining space, and a separate laundry room sits conveniently near the two-car garage entrance. The primary suite, located on the first floor, includes a private bathroom and a walk-in closet, creating a peaceful retreat. Upstairs, a versatile loft area is surrounded by three additional bedrooms, making it perfect for a cozy lounge or play area. The Magnolia balances everyday convenience with thoughtful design for a welcoming home environment. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

4536 E Firefly Lane, St Cloud
$646,349
5 Beds ⋅ 4 Baths ⋅ Waterlin SubDv. ⋅ 34772 Zip Code
Virtually Staged. Under Construction. Beautiful Ellington floor plan by Dream Finders Homes in Waterlin! This spacious 5-bedroom, 3.5-bath home features a first-floor primary suite, dedicated office, large game room, and open-concept living spaces. Enjoy peaceful pond views from the backyard and plenty of room for work, play, and entertaining. A perfect blend of comfort, flexibility, and scenic waterfront living. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

4458 E Firefly Lane, St Cloud
$615,000
3 Beds ⋅ 2 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages in the community with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from both private balconies and a lifestyle unlike any other. **Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rental properties. Whether you're looking for a primary residence, vacation home, or investment property, this home is eligible for short-term rentals and can easily be placed into the resort's rental program if desired. Inside, you'll find numerous upgrades, including tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces that are both stylish and functional. The thoughtfully selected coastal décor perfectly complements the home's character and inviting atmosphere. The spacious kitchen opens seamlessly to the living and dining areas, creating the perfect space for entertaining family and friends. One of the home's most desirable features is its two private waterfront balconies—one on each level—where you can enjoy peaceful water views, your morning coffee, or spectacular Florida sunsets. Margaritaville Resort Orlando offers an exceptional resort lifestyle with multiple resort pools, a fitness center, live entertainment, shopping, dining, Island H2O Water Park, and the vibrant Promenade at Sunset Walk featuring restaurants, bars, boutiques, and year-round entertainment. Located just minutes from Walt Disney World and Orlando's other world-famous attractions, this rare waterfront property offers an outstanding opportunity as a primary residence, second home, or income-producing investment.

8117 Surf Street, Kissimmee
$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
$215,000
1 Beds ⋅ 1 Baths ⋅ Runaway Beach Club Condo SubDv. ⋅ 34746 Zip Code
Welcome to 5000 Mangrove Aly #104 in Kissimmee, Florida! This fantastic property presents a wonderful opportunity to own a modern and stylish fully furnished condominium in a prime location. Whether you are looking for a primary residence or an investment property for either long-term or short-term rental, this property situated in the gated community of Runaway Beach, offers comfort, convenience, and a host of amenities. As you enter, you'll be greeted by a spacious, bright living area with French doors opening onto the private side patio. The open floor plan seamlessly connects the living room, dining area, and kitchen, creating an inviting atmosphere for both relaxing and entertaining. The updated kitchen is well-appointed with modern appliances, ample cabinet space, and a breakfast bar. This condominium features one primary bedroom, which is generously sized and includes a walk-in closet, and a family bathroom with a shower/tub combination. Additional features include a separate laundry closet with a washer and dryer, along with a large storage cupboard. Residents of this community also have access to a range of amenities, including two swimming pools, a hot tub, a fitness center, and a clubhouse. Conveniently located in Kissimmee, this property offers easy access to shopping centers, restaurants, entertainment venues, and major highways.

5000 Mangrove Alley Unit 104, Kissimmee
$448,090
4 Beds ⋅ 3 Baths ⋅ Waterlin 45'S SubDv. ⋅ 34772 Zip Code
Virtually Staged. Under Construction. Sample Image!!! The Magnolia floorplan offers a comfortable two-story layout featuring 4 bedrooms and 2.5 bathrooms, ideal for those seeking both space and functionality. The main floor includes a spacious family room adjacent to the dining area, with a covered patio extending from the Living room for outdoor enjoyment. The kitchen provides direct access to the dining space, and a separate laundry room sits conveniently near the two-car garage entrance. The primary suite, located on the first floor, includes a private bathroom and a walk-in closet, creating a peaceful retreat. Upstairs, a versatile loft area is surrounded by three additional bedrooms, making it perfect for a cozy lounge or play area. The Magnolia balances everyday convenience with thoughtful design for a welcoming home environment

4524 E Firefly Lane, St Cloud
$548,990
5 Beds ⋅ 4 Baths ⋅ Waterlin 45'S SubDv. ⋅ 34772 Zip Code
Virtually Staged. Under Construction. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for everyone. SAMPLE IMAGE

4518 E Firefly Lane, St Cloud
$546,990
5 Beds ⋅ 4 Baths ⋅ Waterlin 45'S SubDv. ⋅ 34772 Zip Code
Virtually Staged. Under Construction. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for everyone.

212 Cypress Fork Trail, St Cloud
$485,900
3 Beds ⋅ 1 Baths ⋅ Roberts Grove 2 SubDv. ⋅ 34771 Zip Code
Experience the best of Florida waterfront living on beautiful Lake Lizzie with access to the highly desirable Chain of Lakes! This inviting Saint Cloud waterfront property offers the perfect combination of comfort, recreation, and flexibility with NO HOA restrictions. Inside, the home features an updated interior with modern finishes and stainless-steel appliances, creating a clean and move-in-ready living space ideal for full-time residents, seasonal owners, or investors. The durable metal roof provides lasting value and low-maintenance appeal while the newer dock and boat lift make it easy to enjoy boating, fishing, and waterfront living right from your property. Situated in a peaceful lakefront setting, this property offers access to miles of connected waterways known for boating, fishing, watersports, and natural Florida beauty. Whether relaxing outdoors, entertaining guests, or launching your boat for a day on the water, this home is designed to embrace the Central Florida outdoor lifestyle. Conveniently located near Lake Nona, Orlando attractions, shopping, dining, medical facilities, and major highways, this property is well-suited for anyone seeking a quiet retreat, families looking for recreational living, or investors searching for a desirable waterfront opportunity in a rapidly growing area. Buyer to independently verify all measurements, waterfront usage, dock information, and property details.

6125 Lake Lizzie Drive, St Cloud
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