Kissimmee Homes with Florida Architectural style

Kissimmee Homes with Florida Architectural style

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, just a stone's throw away from the magical allure of Orlando. Known for its warm, sunny climate and diverse culture, Kissimmee offers a unique blend of suburban charm and urban excitement, making it an ideal destination for families, retirees, and everyone in between.

Kissimmee is renowned for its beautiful homes that showcase the enchanting Florida architectural style. This design aesthetic often features open floor plans, spacious verandas, and large windows that invite natural light, perfectly complementing the region's lush landscapes and stunning sunsets. The homes in Kissimmee vary from cozy bungalows to sprawling estates, each reflecting the unique character and charm of Florida living. Many properties are adorned with tropical landscaping, providing a serene outdoor oasis for relaxation and entertaining.

Beyond the homes, Kissimmee boasts an array of amenities that cater to an active lifestyle. Residents can enjoy world-class dining, shopping, and recreational activities, all while being just minutes away from some of the best theme parks in the world. Whether you're exploring the scenic shores of Lake Tohopekaliga or indulging in the vibrant local arts scene, Kissimmee is a place where community and adventure intertwine.

With its rich history, thriving economy, and welcoming atmosphere, Kissimmee is more than just a place to live—it's a community where memories are made and dreams come true. Discover your perfect home in Kissimmee, where the Florida lifestyle awaits!

Newest Kissimmee Homes with Florida Architectural style

$425,000
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 3a SubDv. ⋅ 34744 Zip Code
Welcome to this stunning fully upgraded D.R. Horton Allex model, ideally positioned in a picturesque lakefront setting with an extended covered and screened lanai, within the highly desirable Kindred community. Built in 2023, this stylish three-bedroom, two-bathroom home offers modern design, an open split-bedroom floor plan and beautiful water views. The impressive kitchen is the heart of the home, featuring a gorgeous oversized quartz countertop and island with comfortable seating for four, a modern, large, farmhouse-style sink, touchless faucet, stainless steel appliances, abundant cabinetry and a spacious walk-in pantry. Gorgeous chandeliers and updated farmhouse-inspired lighting add warmth, elegance and character throughout the home. The private primary suite features an upgraded ensuite bathroom and a newly installed walk-in closet, giving the suite two walk-in closets and exceptional storage. Both bathrooms have been tastefully upgraded, while two additional bedrooms and the guest bathroom are conveniently positioned away form the master for ultimate privacy. A must see, must have turn key home, beautifully crafted exterior designed for peace, tranquility and luxurious living.

1827 Southfork Drive, Kissimmee
$335,000
4 Beds ⋅ 2 Baths ⋅ Morningside Village Unit 1 SubDv. ⋅ 34744 Zip Code
OVER HALF AN ACRE, 2,270 SQ FT, NO HOA, NO CDD, AND ROOM FOR THE RV AND BOAT—all for $335,000! If space and freedom are at the top of your wish list, 3192 Dew Ct deserves a closer look. Situated on a generous corner lot, this well-maintained 4-bedroom, 2-bath manufactured home offers an impressive 2,270 sq. ft. of living space plus the kind of outdoor room that is increasingly hard to find. The expansive front and rear areas provide plenty of space for multiple vehicles, RV and boat parking, while the fully fenced backyard offers even more possibilities for outdoor living, storage, hobbies, or future projects. Inside, the spacious floor plan features a family room, formal living room, dining room, and a comfortable kitchen with refrigerator, range, microwave, and dishwasher included. Major updates are already taken care of with a NEWER ROOF (2024) and A/C (2026). Even better, the SOLAR PANELS WILL BE PAID OFF AT CLOSING, allowing the new owner to enjoy the benefit without assuming the seller’s solar balance. Washer and dryer are also included. Outside, the storage shed stays with the property, and the fenced backyard features a fire pit area with plenty of room to make the space your own. NO HOA. NO CDD. Public water and septic. And the location ties it all together—just off the Boggy Creek corridor with convenient access to FL-417, Lake Nona, Medical City, Orlando International Airport, shopping, dining, and major Central Florida roadways. More space inside. More space outside. Fewer restrictions. Schedule your private showing and discover just how much 3192 Dew Ct has.

3192 Dew Court, Kissimmee
$385,000
4 Beds ⋅ 2 Baths ⋅ Remington Prcl M1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to this beautiful 4-bedroom, 2-bath POOL home located in the highly sought-after Windsor Park neighborhood within the gated Remington Golf & Country Club community. Perfectly positioned on a scenic pond-front homesite, this move-in-ready residence offers the ideal blend of comfort, convenience, and Florida lifestyle living. Step inside to an open and airy floor plan featuring stylish laminate flooring, abundant natural light, and spacious living areas designed for both everyday living and entertaining. The well-appointed kitchen overlooks the living and dining spaces, creating a seamless flow for gatherings with family and friends. Sliding glass doors open to your private screened-in pool and lanai, where you can relax and enjoy tranquil pond views year-round. The spacious primary suite offers a walk-in closet and an upgraded ensuite bathroom, while the additional bedrooms are generously sized with ample closet space and ceiling fans throughout. Whether you're searching for a primary residence, vacation home, or income-producing property, this home offers exceptional flexibility with zoning that allows short-term rentals. Lawn care is included in the HOA dues, and the CDD is conveniently included in the annual property tax bill. Residents of Remington enjoy an impressive array of amenities, including a clubhouse, fitness center, recreation room, lap pool, kiddie pool, playground, tennis courts, basketball courts, beach volleyball, baseball and soccer fields, walking trails, and access to the community's beautiful golf course setting. Conveniently located near major highways, shopping, dining, schools, Orlando International Airport, world-famous theme parks, and Central Florida attractions, this exceptional home offers the perfect opportunity to enjoy resort-style living in one of Kissimmee's most desirable golf communities. Come experience the best of Florida living—your private pool retreat awaits

2747 Callaway Lane, Kissimmee
$1,549,000
5 Beds ⋅ 4 Baths ⋅ Florida Fruit Belt Sls Co SubDv. ⋅ 34744 Zip Code
Experience elevated country living in this rare, custom-built estate compound set on 5.23 fully cleared and fenced acres in the heart of Kissimmee. Designed for both privacy and functionality, the property features two separate concrete driveways with electronic gated entry for seamless access. The main residence offers 5 bedrooms, 3.5 bathrooms, and a 3-car garage, with a thoughtfully designed split, open-concept floor plan. Light-filled living spaces include formal living and dining areas, a spacious family room, and a striking Chicago brick wood-burning fireplace that anchors the home with warmth and character. A large bonus room and screened living area provide flexible space for entertaining and everyday comfort. Outdoors, enjoy a true resort-style experience with a stunning pool and waterfall feature, complemented by a dedicated pool bath for guests. Expansive front and rear views showcase the beauty and scale of the property. For car enthusiasts, hobbyists, or business use, the nearly 4,000 sq ft steel-constructed outbuilding is equipped with upgraded electrical and a car lift, offering exceptional versatility. An additional bonus/play space above the garage adds even more room for recreation or creative use. A unique blend of space, style, and capability—this is a one-of-a-kind opportunity ready for immediate enjoyment.

2745 Lloyd Lane, Kissimmee
$499,230
4 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Welcome to the Concord, a thoughtfully designed AllGen residence created to bring comfort, flexibility, and togetherness to every generation. This spacious one-story home offers a total of 4 bedrooms, 3 bathrooms, an “All Gen Living” space with its own private entrance, an enclosed flex room, and a 2-car garage, with an innovative layout that truly provides a place for everyone. At the heart of this design is the private AllGen suite, ideal for multi-generational living or long-term guests. This self-contained space features its own indoor and outdoor entrance, a comfortable bedroom, a full bathroom with a glass-enclosed walk-in shower, and a dedicated “All Gen” living area complete with a kitchenette, providing independence while still being seamlessly connected to the main home. As you step inside the main entrance, you’re greeted by an inviting, extended foyer that guides you into the open-concept living area. The chef-inspired kitchen boasts Whirlpool stainless steel appliances – including a refrigerator, a convenient pantry, elegant 42” white cabinetry, quartz countertops, a single-bowl stainless steel sink, pendant light pre-wiring, and a large center island perfect for meal prep and gathering with loved ones. The kitchen flows effortlessly into the café area, where a sliding glass door opens to the covered lanai. Enhanced by abundant windows, this entire space is filled with beautiful natural light. The private Owner’s Suite offers a peaceful escape, featuring a spacious walk-in closet and a spa-like en suite bathroom complete with dual sinks atop a quartz-topped vanity, a linen closet, a private water closet, and a luxurious glass enclosed shower. Separate from the AllGen suite, two additional bedrooms and a full secondary bathroom are situated together in their own hallway, creating an ideal layout for privacy and comfort. Rounding out the home is an open flex room, offering endless possibilities: create a quiet home office, a hobby space, a media room, or a cozy reading nook—the choice is yours. The Concord combines modern elegance, thoughtful functionality, and multi-generational versatility, making it the perfect place to call home.

2603 Clear Night Avenue, Kissimmee
$457,400
4 Beds ⋅ 2 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Welcome to your dream home – the Highgate. This stunning new construction home features 4 spacious bedrooms, 2 luxurious bathrooms, and a 2-car garage. With its open-concept design, the kitchen, café, and gathering room seamlessly flow together, leading to a serene, covered lanai, perfect for entertaining or relaxing. The chef-inspired kitchen is equipped with Built-In Whirlpool stainless steel appliances (including a refrigerator and built-in cooktop), a convenient walk-in pantry, and a large center island ideal for meal prep and socializing. It’s complemented by elegant 42” soft-close cabinetry, quartz countertops, a single-bowl stainless steel sink, upgraded faucet, and pendant lighting pre-wiring for added luxury. The private Owner’s Suite includes a large walk-in closet and a spa-like en suite bathroom featuring dual sinks set on a quartz-topped vanity, a private water closet, and a spacious frameless glass enclosed shower. Three additional bedrooms, a second bathroom, and a well-appointed laundry room are thoughtfully positioned at the front of the home, ensuring ample privacy and space for the whole family. This Highgate home is filled with professionally curated design selections, including a tray ceiling at gathering room, 2” faux wood blinds, Sherwin Williams City Loft interior paint, 8’ interior doors, matte black hardware, and Whirlpool washer and dryer. Enjoy wood-look luxury vinyl plank flooring throughout the living areas, tile flooring in the bathrooms and laundry room, and carpet in the bedrooms, adding style and convenience to your everyday life. For added convenience and peace of mind, the Highgate includes a video doorbell, smart thermostat, and LED down lights. This brand-new home offers the perfect balance of comfort, style, and functionality – schedule your tour today!

2639 Clear Night Avenue, Kissimmee
$339,500
3 Beds ⋅ 2 Baths ⋅ Emerald Pointe SubDv. ⋅ 34743 Zip Code
Virtually Staged. New Price & A fresh New Look, a peaceful backyard and a location that keeps everyday conveniences within easy reach—2350 Topaz Trail brings it all together. Newly painted inside and out, this move-in-ready 3-bedroom, 2-bath home is located in the desirable Lakeside community. Great investment opportunity as well. The bright, open floor plan features tile flooring throughout and a split-bedroom design that provides added privacy. The spacious primary suite offers a walk-in closet and private bath with dual sinks, a garden tub and separate shower. The kitchen comes complete with appliances, while a new washer and dryer, Nest thermostat and gutters add everyday comfort and convenience. Outside, the vinyl-fenced backyard features a patio and overlooks a peaceful conservation area—creating a private setting for relaxing, entertaining or enjoying the Florida sunshine. A beautiful pond directly across the street further enhances the home’s inviting surroundings. Additional highlights include a 2018 roof and two-car garage. Conveniently located near shopping and dining at The Loop, grocery stores, medical facilities, Osceola Parkway and the Florida Turnpike, with easy access to Orlando International Airport, Lake Nona and Central Florida’s attractions. Reasonably priced to sell quickly, this home offers an excellent combination of condition, location and value.

2350 Topaz Trail, Kissimmee
$495,000
5 Beds ⋅ 4 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
Stunning Corner Lot Home with Exceptional Value! Don’t miss this incredible opportunity to own this spacious 5-bedroom, 3.5-bathroom home, priced below appraised value and offering up to $15,000 toward the buyer’s closing costs or rate buy-down. Designed with both comfort and functionality in mind, this beautiful home features a first-floor primary suite, providing privacy and convenience. The main level also includes a versatile flex room/den, perfect for a home office, playroom, study, or guest space. Upstairs, you’ll find a generous loft, ideal as a second living area, media room, game room, or entertainment space giving everyone room to relax and enjoy. Situated on a desirable corner lot, the property boasts a huge, fully fenced backyard with durable vinyl fencing, offering plenty of space for outdoor entertaining, pets, family gatherings, or even a future pool. With its spacious layout, premium corner location, oversized backyard, and outstanding buyer incentives, this home is an exceptional value that you won’t want to miss. Ask about available lender incentives toward buyer closing costs through select loan programs. Subject to lender approval and borrower qualification. Schedule your private showing today!

1876 Cassidy Knoll Drive, Kissimmee
$360,000
3 Beds ⋅ 2 Baths ⋅ Remington Prcl G Ph 2 SubDv. ⋅ 34744 Zip Code
Golf-course investment opportunity in Remington. This well-positioned three-bedroom, two-bath single-family home offers approximately 1,816 square feet of living area, a new roof installed in 2026, direct golf-course views and a covered rear lanai. The property is currently leased at $1,925 per month through February 28, 2027 and is being offered subject to the existing lease. Remington community amenities include golf, recreation facilities, pool, tennis courts and walking trails, subject to HOA confirmation. Conveniently located near Florida’s Turnpike, shopping, schools and dining. Seller will consider up to $5,000 toward buyer closing costs with an acceptable offer, subject to contract terms and lender approval. Property is being sold as-is with the buyer’s right to inspect.

119 Southampton Drive, Kissimmee
$499,990
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome to one of the community's most exceptional homes. Situated on a premium corner lot with approximately 8,276 sq. ft. of land, this 2023 residence offers generous outdoor space and stands out for its pristine, like-new condition. Never rented and occupied by the owners only a few days per week, the home has been meticulously maintained with exceptional care. Its elegant blend of modern finishes, spacious living areas, and abundant natural light creates an atmosphere of peace and sophistication from the moment you step inside. Enjoy resort-style amenities including two clubhouses, pools, scenic walking trails around the lake, and a dog park, all just minutes from the Florida Turnpike, top-rated schools, and the continued growth of Lake Nona and Orlando. After visiting hundreds of homes throughout my real estate career, I can confidently say that few properties convey the sense of harmony and warmth found here. Some homes are visited; others are felt. This is one of them. A unique opportunity for those seeking more than a house—a lifestyle. The next chapter of this home's story could begin with you. Schedule your private showing today.

2466 Relaxing Lane, Kissimmee
$435,000
3 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5a SubDv. ⋅ 34744 Zip Code
**Luxury meets lifestyle in this exceptional former builder’s model located in the sold-out, gated 55+ community of Tohoqua Reserve. Built in 2022 with premium upgrades throughout, this stunning lakefront residence offers 3 spacious bedrooms, 2 bathrooms, plus a versatile den perfect for a home office or flex space. The open-concept design is filled with natural light and flows seamlessly to a beautifully screened lanai featuring a custom KitchenAid outdoor kitchen—ideal for entertaining while enjoying breathtaking lake views and spectacular sunsets. The fenced backyard, epoxy-finished garage, and resort-style amenities, including private and master clubhouses, pools, fitness centers, pickleball, tennis, and more, complete this extraordinary opportunity. A rare combination of elegance, comfort, and resort-style living. Seller Contribution of $5,000 for closing cost. Contact Sharon Noriega today for more information or to schedule your private showing.

1994 Spring Shower Circle, Kissimmee
$608,000
4 Beds ⋅ 3 Baths ⋅ Regal Cove SubDv. ⋅ 34744 Zip Code
PEACEFUL COUNTRY LIVING...WITHOUT GIVING UP THE CONVENIENCES OF THE CITY! Situated on nearly one-half acre in the gated community of Regal Cove, this thoughtfully updated 4-bedroom, 3-bath home offers the perfect combination of space, privacy, and convenience just minutes from Lake Nona Medical City, Orlando International Airport, the Florida Turnpike, and Central Florida's world-famous attractions. One of the home's most impressive features is the incredible 34-foot screened lanai, creating a true outdoor living room with ample space for entertaining, outdoor dining, or simply relaxing while overlooking the expansive backyard with plenty of room for a future pool. Inside, the thoughtfully designed split-bedroom floor plan features formal living and dining rooms, a spacious family room with a wood-burning fireplace, and an updated kitchen with granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar overlooking the main living area. The renovated primary suite offers a beautifully updated bath with dual vanities, a soaking tub, separate shower, and walk-in closet. Additional features include a newer roof (2022), an interior laundry room, and a two-car garage. Just outside the gates, a public fish camp and boat ramp provide convenient access to West Lake Tohopekaliga, one of Central Florida's premier fishing and boating lakes. If you've been searching for a home that offers generous outdoor space, a desirable gated community, and an unbeatable location close to shopping, dining, major highways, and Orlando's top destinations, you've found it!

1616 Regal Cove Court, Kissimmee
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