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, known for its stunning landscapes and rich cultural heritage. Just a stone's throw from the world-famous attractions of Orlando, Kissimmee offers a perfect blend of excitement and tranquility, making it an ideal place to call home.

Kissimmee is renowned for its unique Florida architectural style, which beautifully reflects the region's warm climate and laid-back lifestyle. Homes here often feature open floor plans, expansive patios, and lush landscaping, creating inviting spaces for both relaxation and entertainment. The iconic Spanish-style tile roofs and vibrant stucco exteriors add a distinctive charm that captures the essence of Florida living. Whether you’re looking for a cozy bungalow or a luxurious estate, Kissimmee’s diverse real estate market caters to all tastes and budgets.

Beyond the stunning homes, Kissimmee boasts an array of amenities that enhance the quality of life for its residents. Enjoy outdoor adventures at nearby parks and lakes, indulge in shopping and dining at local boutiques and eateries, or immerse yourself in the rich history at the Kissimmee Historic District. With its close proximity to major theme parks, including Walt Disney World and Universal Studios, families can enjoy endless entertainment options right at their doorstep.

Kissimmee is more than just a location; it’s a community that welcomes you with open arms. Discover the beauty and charm of this enchanting city, and find your dream home in the heart of Florida today!

Newest Kissimmee Homes with Florida Architectural style

800 Aultman Road, Kissimmee
$345,000
3 Beds ⋅ 2 Baths ⋅ Cypress Shores Rep SubDv. ⋅ 34744 Zip Code
The best of Florida living right here. This concrete block THREE bedroom TWO bath home is SOLID! If you want a big yard, access to Lake Toho, a big screened in porch and an affordable well built home, look no further. NO HOA to deal with here and the yard backs to Shore Drive which goes straight to the boat ramp. Features include a living dining room combo, split bedroom plan, one car garage with huge double laundry tub. One of the bathrooms is in the garage which is great if you work outdoors and don't want to track all that dirt through the house. This home is just waiting for a NEW owner to love it just like the owners have since 1956 so YOU know this home was maintained very well. Bring your imagination for what can be when you make this little cutie your own. Located between Kissimmee and St. Cloud off of Neptune road with easy access to the Turnpike for easy travel anywhere. The Tupperware Island Conservation Area/Brownie Wise Park is at the end of Aultman Rd. You need to contact Osceola County to make a reservation to use the park. Come see it today!

800 Aultman Road, Kissimmee
2600 E Irlo Bronson Memorial Highway, Kissimmee
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Moss Oaks SubDv. ⋅ 34744 Zip Code
Virtually Staged. ONE OF A KIND-A MUST SEE -Exceptional Neo City corridor lakefront retreat at 2600 East Irlo Bronson Memorial Highway near Neo City and approximately 1 mile from Turnpike , featuring a 3 bedroom 2 bath main residence with gas cooktop, gourmet kitchen, and a spectacular 12 by 6.8 exotic granite island, screened lanai, and a Florida room with a gas fireplace plus a kitchen and bar with seating area; enjoy resort-style outdoor living with an outdoor fire pit, spa/cabana with gas fire pit, another summer kitchen, and a wooden deck delivering fantastic sunset views, along with garden-like walkways and a marble bench made for watching birds and enjoying the totally zen ambiance as otters and wildlife roam through the backyard and head to the lake; this is also a rare multi-generation and income opportunity with a GUEST HOUSE with screened-in porch , flexible family living, or passive income rental while additional development potential exists as the property (approximately 2.2 acres with about 185 ft lake frontage and lake view) was previously zoned commercial before added resort-style features and may allow (upon application/approval) up to 6–8 dwellings/acre; luxury townhome possibilities and investor development opportunities are highlighted by the exceptional lakefront setting, gorgeous sunsets, and proximity to the Neo City development along the same commercial corridor, making this one of a kind “hidden gem” truly a must-see and perfect for both luxury retreat living and future high-potential development.

2600 E Irlo Bronson Memorial Highway, Kissimmee
1805 Lee Janzen Drive, Kissimmee
$550,000
3 Beds ⋅ 3 Baths ⋅ Kissimmee Bay SubDv. ⋅ 34744 Zip Code
Virtually Staged. GOLF COURSE VIEWS, WATERFRONT SERENITY & YOUR OWN PRIVATE POOL! Experience resort-style Florida living in the desirable gated community of Kissimmee Bay Country Club! This stunning 3-bedroom, 3-bath POOL home offers 2,155 sq. ft. of living space and a 2-car garage. Featuring a desirable split-bedroom floor plan, formal living and dining rooms, and an inviting family room with fireplace. The kitchen boasts granite countertops, stainless steel appliances, custom cabinetry, and a charming breakfast area. The spacious primary suite features dual closets, a luxurious bath with dual vanities, soaking tub, separate shower, and direct pool access. STEP OUTSIDE TO YOUR OWN PRIVATE PARADISE! Enjoy breathtaking pond and golf course views from the expansive screened pool enclosure, complete with a brick-paver deck and covered lanai—perfect for entertaining or relaxing year-round! Kissimmee Bay offers an exceptional lifestyle with an 18-hole golf course, clubhouse restaurant, tennis courts, community dock, boat and RV storage, and playground. HOA benefits include basic cable, internet, nighttime security, and irrigation water. Certain amenities may require additional fees or memberships. Don't miss this incredible opportunity to own your own slice of Florida paradise! Schedule your private showing today!

1805 Lee Janzen Drive, Kissimmee
2802 Quiet Water Trail, Kissimmee
$760,000
5 Beds ⋅ 5 Baths ⋅ North Shore Village SubDv. ⋅ 34744 Zip Code
Virtually Staged. YOUR PRIVATE FLORIDA RETREAT AWAITS! OVER 4,300 SQ. FT. OF RENOVATED MEDITERRANEAN ELEGANCE, SPECTACULAR SUNSETS, WATER VIEWS & RESORT-STYLE LIVING—JUST MINUTES FROM LAKE NONA! Discover one of Central Florida’s best-kept secrets in The Landings at North Shore, a beautiful gated community near the shores of East Lake Tohopekaliga. This impressive 5-bedroom, 5-bathroom executive residence, built by Centerline Homes, offers an extraordinary combination of space, elegance, modern upgrades, and location. Recently transformed with extensive improvements, this home welcomes you with soaring ceilings, a majestic staircase, and an inviting floor plan designed for both everyday comfort and unforgettable entertaining. Freshly painted inside and out, the residence features new water-resistant flooring and baseboards throughout the second floor and portions of the first floor, FIVE beautifully renovated bathrooms with modern cabinetry, quartz countertops, illuminated mirrors, and new toilets. The refreshed gourmet kitchen showcases updated cabinetry, stunning quartz countertops, and BRAND-NEW appliances. Both A/C systems have received significant component upgrades, and the pool features newly replaced valves and professional weekly maintenance. The thoughtfully designed first floor offers a private office with French doors opening to the front patio, elegant formal living and dining rooms, and a spacious family room filled with natural light. French doors invite you outside to the covered lanai, screened pool, and spa, where your very own Florida paradise begins. IMAGINE ENDING EVERY DAY WITH A SUNSET! Perfectly positioned on the WEST SIDE of the residence, the poolside retreat enjoys beautiful afternoon sunshine and breathtaking sunset skies overlooking the peaceful pond. Whether sipping your morning coffee, hosting weekend gatherings, or unwinding beneath the colors of a Florida sunset, this outdoor oasis makes every day feel like a vacation. The spacious primary suite offers tranquil water views, a generous walk-in closet, and an inviting bathroom with a jetted soaking tub, separate glass-enclosed shower, and dual vanities. Upstairs, an expansive bonus room with kitchenette, adjoining bedroom, and private bathroom creates an exceptional opportunity for multigenerational living, visiting guests, or a private entertainment retreat. Additional generously sized bedrooms, bathrooms, and a pond-view sitting area provide flexibility for today’s evolving lifestyles. LOCATION, LIFESTYLE & CONVENIENCE! Enjoy the benefits of living near Lake Nona’s thriving Medical City without sacrificing space or the charm of an established gated community. Conveniently located near the Orlando VA Medical Center, UCF’s medical campus, USTA National Campus, Orlando International Airport, and Austin-Tindall Sports Complex, with easy access to SR 417 and SR 528 connecting you to downtown Orlando, theme parks, shopping, dining, and Florida’s beaches. Offering approximately 4,323 square feet of living space, a THREE-CAR GARAGE, five bedrooms, five bathrooms, extensive recent upgrades, and a private pool and spa with picturesque water views, this residence is more than a home—IT’S THE FLORIDA LIFESTYLE YOU’VE BEEN DREAMING OF! Discover the space, experience the transformation, and fall in love with the sunsets. Schedule your private showing today!

2802 Quiet Water Trail, Kissimmee
2239 Santa Lucia Street, Kissimmee
$338,497
3 Beds ⋅ 2 Baths ⋅ Marisol Ph 2 SubDv. ⋅ 34743 Zip Code
Short Sale. Short Sale. SHORT SALE APPROVED! Welcome to 2239 Santa Lucia St in Kissimmee, Florida—a move-in-ready 3-bedroom, 2-bathroom home offering an excellent combination of comfort, convenience, and Central Florida lifestyle. Located in the desirable Marisol community, this single-story home features an open floor plan designed for easy everyday living, entertaining, and low-maintenance ownership. Inside, the spacious primary suite offers a walk-in closet and private bath, while two additional bedrooms provide flexibility for guests, a home office, or additional living space. The fenced backyard creates a private outdoor space for relaxing, entertaining, pets, gardening, or enjoying Florida's year-round sunshine. A 1-car garage and oversized driveway provide convenient parking and additional storage. Location is one of the property's biggest advantages. From here, you're conveniently positioned near Downtown Kissimmee, Lakefront Park, Kissimmee Lakefront, local shopping, restaurants, coffee shops, major highways, and everyday conveniences. Outdoor enthusiasts can enjoy nearby parks, walking paths, playgrounds, and recreational activities, while Central Florida's world-famous attractions—including Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando—are all within an easy drive. You'll also have convenient access to Orlando International Airport, The Loop shopping and dining district, Old Town Kissimmee, Fun Spot America, Kissimmee's Lakefront Park, and the Osceola County Fairgrounds & Events Center, making this an excellent location for enjoying everything Central Florida has to give. Whether you're a first-time homebuyer, relocating to the Orlando/Kissimmee area, looking for a low-maintenance primary residence, or searching for an opportunity in one of Central Florida's most convenient locations, 2239 Santa Lucia St offers tremendous potential.

2239 Santa Lucia Street, Kissimmee
1508 Jenni Lee Court, Kissimmee
$444,900
3 Beds ⋅ 3 Baths ⋅ Woods At Kings Crest The Ph 1 SubDv. ⋅ 34744 Zip Code
TWO HOMES UNDER ONE ROOF! Imagine coming home to a place where there’s room for everyone—and room to make memories. Nestled on approximately 1/3 acre, this charming 3-bedroom, 3-bath single-family home offers the space, flexibility, and privacy that today’s buyers are looking for. One of the most unique features is the home’s two primary-bedroom options, providing incredible flexibility for families, guests, or creating your own private retreat. Need space for extended family? The separate in-law suite, located under the same roof with its own private entrance, offers a wonderful opportunity for multigenerational living while allowing everyone to maintain their own sense of independence and privacy. Step outside and discover a fully fenced yard where you can picture weekend barbecues, pets running freely, gardening, or simply enjoying a quiet evening at home. A workshop and shed add even more functionality as it includes electricity and water, giving you space for hobbies, projects, tools, and all the things that make a house truly feel like home. Value seeking Buyers will appreciate the low HOA of $275 per year, plumbing re-piped 2017, new roof in 2022, New AC in 2021 and new double paned insulated windows installed in 2025. And the location? Convenience meets Central Florida living just minutes from Florida’s Turnpike, the Orlando VA Medical Center, and Orlando’s area attractions, you can enjoy easy access to work, healthcare, entertainment, and dining. This isn't just a house—it’s a place with room to grow, space to gather, and flexibility for whatever your next chapter brings. Come discover the possibilities and imagine yourself calling this one home.

1508 Jenni Lee Court, Kissimmee
1827 Southfork Drive, Kissimmee
$396,999
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 from 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
2747 Callaway Lane, Kissimmee
$369,000
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
2745 Lloyd Lane, Kissimmee
$1,398,000
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
1876 Cassidy Knoll Drive, 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
119 Southampton 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
1994 Spring Shower Circle, Kissimmee
$425,000
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
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