Kissimmee Homes with Colonial Architectural style

Kissimmee Homes with Colonial Architectural style

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, where the charm of old Florida meets modern conveniences. Known for its warm weather, Kissimmee is a gateway to some of the most popular attractions in the world, including the iconic Walt Disney World Resort and Universal Studios. With its rich history and diverse culture, Kissimmee offers residents and visitors alike a unique blend of entertainment, outdoor adventures, and a welcoming community spirit.

One of the standout features of Kissimmee is its stunning array of homes, particularly those with Colonial architectural styles. These homes, characterized by their symmetrical façades, grand columns, and classic brick or clapboard exteriors, exude timeless elegance and charm. Imagine living in a home where history whispers through each room, with spacious layouts that are perfect for family gatherings and entertaining friends. The Colonial style not only enhances the aesthetic appeal of the neighborhood but also reflects the rich heritage of the region.

Kissimmee's Colonial homes often feature beautifully landscaped yards, inviting porches, and ample space for outdoor activities, making them ideal for families who appreciate both style and functionality. The community is also dotted with parks, lakes, and recreational facilities, ensuring that residents have plenty of opportunities to enjoy the great Florida outdoors.

Whether you're looking to settle down in a historic Colonial home or simply exploring the enchanting city of Kissimmee, you'll find a warm community ready to welcome you. Discover the magic of Florida living in Kissimmee, where every day feels like a vacation!

Newest Kissimmee Homes with Colonial Architectural style

$1,200,000
3 Beds 3 Baths Celebration Village Unit 2 SubDv. 34747 Zip Code
Located in the heart of Celebration’s Main Village, this beautifully renovated 3-bedroom, 3-bath home offers 2,751 square feet of refined living on an exceptionally large, fenced lot. The light-filled interior showcases solid Brazilian walnut hardwood and marble flooring, 7-inch crown molding and baseboards, substantial door and window trim, antique brass hardware and coordinating designer fixtures. The custom kitchen makes a striking centerpiece with quartz countertops, a solid marble backsplash, an expansive island, glass-front cabinetry, under-cabinet lighting, stainless-steel appliances and an elegant coffered ceiling. Formal living and dining rooms, a welcoming family room and a main-floor office provide exceptional flexibility for everyday living and entertaining. Upstairs, the spacious primary suite features a large walk-in closet and a luxurious bath finished with marble floors and floor-to-ceiling marble, a freestanding soaking tub and a separate glass-enclosed shower. Two additional bedrooms and a full bath complete the second floor. Outside, the professionally landscaped, privacy-fenced backyard and screened patio create a private retreat, with ample space to explore adding a pool, subject to applicable approvals. Parking is unusually generous for a downtown location, with a renovated detached two-car garage featuring an epoxy floor and smartphone-enabled door access, plus additional parking spaces. Enjoy the convenience of walking to downtown shops, restaurants, parks, community amenities, the farmers’ market and signature Celebration events—all while having a spacious private oasis to call home.

617 Teal Avenue, Kissimmee

$429,999
3 Beds 2 Baths Siena At Celebration SubDv. 34747 Zip Code
Welcome to this highly sought-after, move-in-ready townhome in the desirable Siena at Celebration complex. Situated on a premium lot, this stunning three-story residence boasts tranquil lush green space views. As you enter a versatile layout greets you with a spacious office—perfect for remote work, a home gym, or a den. This level also provides direct access to the attached two-car garage, offering ample space for parking and storage. On the second floor you will find the heart of the home. A bright, open-concept living room bathed in natural light that flows seamlessly into the dining area & kitchen, creating an ideal space for entertaining or relaxing and with a large kitchen you can make amazing meals. As you ascend to the third floor you will find the space dedicated entirely to rest, this level features all three bedrooms. The airy primary suite is a true private retreat, offering generous natural light, a walk-in closet, and an en-suite bathroom. Two additional bedrooms sit just across the hall and share a well-appointed full bathroom. Living in Siena means enjoying exclusive access to a resort-style pool, clubhouse, fitness center, and playground. Beyond the Siena complex, Celebration homeowners benefit from unparalleled community amenities, including six additional pools, sports courts, athletic fields, the renowned Celebration Golf Club, over 26 miles of scenic trails, the Celebration Dog Park, and an Athletic & Recreation Complex. Since location is everything. You are just a short bike ride from Downtown Celebration, Advent Health @ Celebration, and Celebration Pointe shopping center. Enjoy quick access to the 417 and nearby shopping at Publix. Best of all, you are just 11 minutes from Walt Disney World, 27 minutes from Orlando International Airport. Don’t miss your opportunity schedule your showing today.

763 Siena Palm Drive, Celebration

$309,400
3 Beds 3 Baths Regal Oaks At Old Town SubDv. 34746 Zip Code
Beautiful TURN-KEY FULLY FURNISHED TOWNHOME in one of Orlando's premiere vacation rental resort destinations. This INCOME PRODUCING PROPERTY at Regal Oaks is featuring a Functional floor plan perfectly designed for a relaxing lifestyle and unforgettable getaway experience. The residence showcases PRIME LOCATION within a short walk to the CLUBHOUSE and one of the best resort amenities in town. Once inside, you can feel the abundance of natural light, modern finishes and tasteful décor. The first floor is open and welcoming, with a combined kitchen and living room along with dining area - great for guest entertaining. Fully equipped KITCHEN is featuring GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES and all kitchenware for pleasant cooking experience. Inviting breakfast cafe and a closet pantry complete the kitchen. DURABLE CERAMIC TILE floors throughout main living areas downstairs including kitchen, dining room and living room. LAUNDRY CLOSET on the first floor with BRAND NEW WASHER and DRYER included in the Sale. OWNER'S SUITE is on the second floor and 2 guest bedrooms with an additional full bathroom are upstairs. Step outside to experience private resort-like settings offering SCREENED-IN PORCH to enjoy a breakfast, a cup of coffee or a homemade dinner; a JETTED ABOVE GROUND TUB is included in the purchase. The HOA fees cover: lawn service, trash pick-up, maintenance of the exterior, guard-gated entry into the community, use of all amenities - the clubhouse, gym, games room, community pool, sports courts. Only minutes from all world-famous Disney parks and major attractions, variety of dining options and shopping; walking distance to popular Old Town Kissimmee, 5 min drive to most walkable town of Celebration and close to Hwy 192, Margaritaville resort and Sunset Walk, H20 Water Park, Studio Movie Grill. Home is also close to the major airports, popular sand beaches, and nearby championship public golf courses. Enjoy luxury vacations and own premier income producing property at the same time. Complimentary $400 value professional photo package comes as a bonus if a future homeowner anticipates using the investment as Airbnb. Transferable Home Warranty. We welcome you to schedule a private showing and to check it out!

2739 Coupe Street, Kissimmee

$1,775,000
5 Beds 7 Baths Sunset Pointe SubDv. 34744 Zip Code
Welcome to 1516 Sunset Pointe Place, an extraordinary luxury estate nestled within the exclusive gated Sunset Pointe community. Perfectly positioned on a beautifully landscaped half-acre corner lot overlooking a tranquil pond, this exceptional residence offers 4,966 square feet of elegant living space, 5 spacious bedrooms, each with its own private en-suite bathroom, 2 half bathrooms, a media/bonus room, and an oversized 3-car garage. Designed for both sophisticated entertaining and everyday comfort, the home showcases soaring ceilings, designer chandeliers, rich wood, tile, and carpet flooring, three HVAC systems, and a spectacular chef's kitchen featuring premium appliances, custom cabinetry, an oversized island, luxury finishes, and a convenient pot filler above the cooktop. The owner's retreat offers a spa-inspired bath with a Jacuzzi tub, oversized walk-in shower, his-and-her walk-in closets, and an elegant mirror gallery. Outdoors, enjoy a screen-enclosed resort-style pool, summer kitchen, mature tropical landscaping, and peaceful pond views that create your own private oasis. Beyond the home, residents enjoy one of Central Florida's premier luxury lifestyles. Located just minutes from Lake Tohopekaliga (Lake Toho), Brownie Wise Park, and the award-winning St. Cloud Lakefront, you'll enjoy world-class boating, bass fishing, kayaking, waterfront parks, beaches, marinas, nature trails, dining, and year-round community events. The property is also ideally situated near NeoCity, Central Florida's internationally recognized 500-acre technology and innovation district, featuring semiconductor manufacturing, artificial intelligence, robotics, advanced research facilities, the future AdventHealth Medical Campus, the exciting NeoCity City Center, and NeoCity Academy, a National Blue Ribbon STEM school preparing students for tomorrow's high-tech careers. Conveniently located near Florida's Turnpike, US-192, US-441, Osceola Parkway, SR-417, Lake Nona Medical City, Orlando International Airport, Walt Disney World, premier shopping, fine dining, healthcare, and top-rated schools, this remarkable estate offers an exceptional blend of luxury, privacy, recreation, and long-term investment potential in one of Central Florida's fastest-growing and most desirable communities.

1516 Sunset Pointe Place, Kissimmee

$329,900
3 Beds 3 Baths Regal Oaks At Old Town SubDv. 34746 Zip Code
PRICED TO SELL! MOVE-IN & VACATION-RENTAL READY! This beautifully upgraded 3-BEDROOM END-UNIT TOWNHOME is located in REGAL OAKS RESORT’S NEWEST CONSTRUCTION PHASE, where a more contemporary floor plan and distinctive design features set these homes apart from earlier phases of the community. Thoughtfully upgraded and exceptionally well maintained, this property combines a modern layout with a desirable conservation setting. The main level features a TRUE OPEN-CONCEPT FLOOR PLAN, with the living room, dining area and kitchen fully integrated into one expansive living space with NO DIVIDING WALLS. TWO OVERSIZED THREE-PANEL SLIDING GLASS DOORS fill the room with abundant natural light and create a seamless connection to the screened lanai and protected conservation area. A modern SINGLE-LEVEL GRANITE COUNTERTOP, Stainless-Steel GE Appliances, and ample cabinetry complete the kitchen while preserving the clean, uninterrupted flow of the entire space. As an END UNIT, the home also enjoys additional natural light through an OVERSIZED STAIRCASE WINDOW, a distinctive architectural feature that brightens the staircase and surrounding interior. The entire first floor is dedicated to living, dining and entertaining, while ALL THREE BEDROOMS ARE LOCATED ON THE SECOND FLOOR, creating a comfortable separation between social and private spaces. LUXURY VINYL FLOORING extends throughout the entire second floor and staircase, including all bedrooms. The spacious OWNER’S SUITE OVERLOOKS THE PROTECTED CONSERVATION AREA, providing a peaceful and private setting with NO REAR NEIGHBORS. The bathrooms feature upgraded QUARTZ COUNTERTOPS, while custom accent walls, updated lighting, and carefully selected finishes add character throughout the home. A newer GE WASHER AND DRYER and upgraded furnishings further enhance its move-in-ready appeal. The home is being sold FULLY FURNISHED and tastefully decorated for personal enjoyment or immediate vacation-rental use. Regal Oaks is one of Central Florida’s most desirable VACATION-RESORT COMMUNITIES, featuring an impressive clubhouse and a beautiful ZERO-ENTRY RESORT-STYLE POOL overlooking the lake. Amenities also include a FITNESS CENTER, TENNIS COURTS, an ON-SITE RESTAURANT, and a POOLSIDE BAR, creating a true resort experience just minutes from Orlando’s world-famous attractions. Another valuable advantage is NO CDD FEES. Ideally located near WALT DISNEY WORLD, CELEBRATION, SUNSET WALK, and MARGARITAVILLE RESORT ORLANDO, with convenient access to Disney Springs, shopping, dining, and I-4. Ideally suited as a PRIMARY RESIDENCE, SECOND HOME, OR INCOME-PRODUCING VACATION PROPERTY, this home combines the comfort and finishes of a residential property with the flexibility of Regal Oaks’ short-term-rental zoning and resort lifestyle.

2679 Corvette Lane, Kissimmee

$499,900
3 Beds 2 Baths Four Seasons At Orlando SubDv. 34747 Zip Code
Virtually Staged. Golf-course frontage, no rear neighbors, and a screened lanai with automatic shades define this 3-bedroom, 2-bath K. Hovnanian St. Thomas model in the 55+ Four Seasons at Orlando community on Mystic Dunes. Built in 2019, this single-story home offers 2,202 sq ft with the extended-home option, adding square footage to the family room, dining area, owner’s suite, and covered/screened outdoor living space. Positioned along the 16th hole, the rear of the home includes an oversized screened patio accessed through a 16-foot pocket sliding glass door, creating an indoor-outdoor setting with golf-course, sunrise and rocket launch views. The open plan centers on a kitchen with quartz countertops, 42-inch cabinets with hardware, tile backsplash, under-mount sink, corner pantry, pendant lighting, breakfast bar, gas cooktop, and stainless appliances. The kitchen opens directly to the dining area and extended family room. A central “family hub” provides a dedicated flex space for an office, hobby area, reading room, or additional workspace. Ceramic tile extends through the main living and wet areas, while multiple windows and the rear slider bring natural light into the central living spaces. The split-bedroom layout places two guest bedrooms and a full guest bath near the foyer; the guest bath includes a quartz-top vanity. The owner’s suite overlooks the golf course and includes a walk-in closet plus an en-suite bath with a dual-sink, adult-height quartz vanity, glass-enclosed walk-in shower, and separate water closet. Additional features include ceiling fans, a tankless water heater, interior laundry with gas dryer connection and electric dryer capability, two-car garage, and transferable termite bond. Lawn care and irrigation is included through the HOA. Four Seasons at Orlando is a gated, age-restricted community with clubhouse, fitness center, pool, tennis, pickleball, bocce, activities, and on Mystic Dunes golf course. Located near US-192 shopping, dining, grocery options, and Disney-area destinations, this vacant home is available for showings without a construction wait.

1915 Estuary Lane, Kissimmee

$765,999
5 Beds 4 Baths Oneal & Osborns Add SubDv. 34741 Zip Code
FULLY REMODELED | NO HOA | PRIVATE IN-LAW SUITE | IN-GROUND POOL | PRIME IN-CITY LOCATION Welcome to 501 W. Sumner St., a rare opportunity to own a beautifully remodeled, move-in-ready residence that combines space, versatility, and modern style in a highly desirable in-city location. Thoughtfully updated from top to bottom, this impressive home offers 5 spacious bedrooms, 4 full bathrooms, and a flexible layout designed to accommodate a variety of lifestyles. From the moment you arrive, the charming front porch and inviting curb appeal set the tone for what awaits inside. Step through the front door and discover bright, open living spaces filled with natural light, contemporary finishes, and a welcoming atmosphere that feels like home. The expansive living area flows seamlessly into the formal dining space, creating the perfect setting for everyday living, holiday gatherings, and entertaining guests. The remodeled kitchen serves as the heart of the home, offering ample cabinetry, generous counter space, modern finishes, and the functionality today’s buyers are looking for. Whether you’re preparing a quiet family dinner or hosting a celebration, this space is designed to make every occasion effortless. One of the property’s most valuable features is the private in-law suite with its own separate entrance. This versatile space is ideal for multi-generational living, extended family, guests, a home office, or potential rental income opportunities. The separate access provides privacy and flexibility that is increasingly difficult to find. The primary living quarters has generously sized bedrooms and well-appointed bathrooms, creating comfortable retreats for everyone in the household. With five bedrooms and four full bathrooms, there is room for large families, visiting guests, hobbies, work-from-home needs, and more. Step outside and enjoy your own private backyard oasis featuring a beautiful in-ground pool, perfect for cooling off on warm Florida days, hosting weekend gatherings, or simply relaxing in the comfort of your own home. The outdoor space offers endless possibilities for entertaining, gardening, or creating your dream backyard retreat. Best of all, NO HOA means greater freedom and flexibility without the additional restrictions and fees often associated with community living. Bring your personal touch and enjoy the ability to truly make this property your own. Conveniently located within city limits, this home places you close to shopping, dining, parks, schools, medical facilities, major roadways, and everyday conveniences while still offering the privacy and space that many buyers desire. Whether you’re searching for a spacious forever home, a multi-generational living solution, or a property with income-producing potential, 501 W. Sumner St. delivers an exceptional combination of location, flexibility, and modern upgrades. This is a truly turnkey opportunity that stands out from the rest. Schedule your private showing today and experience everything this remarkable property has.

501 Sumner Street, Kissimmee

$1,650,000
5 Beds 5 Baths Reunion Ph 01 Prcl 01 Unit 03 SubDv. 34747 Zip Code
Ideally located on a PREMIER LOT within the award-winning REUNION RESORT, this luxurious GOLF FRONT ESTATE home overlooks the 2nd hole of the Tom Watson signature golf course. With an ACTIVE TRANSFERRABLE MEMBERSHIP and benefiting from a NEW ROOF (Oct 2025), this spectacular TURNKEY & FULLY FURNISHED home is set out over 3 floors which are serviced by a residential ELEVATOR. Perfect for entertaining family & guests, the VERSATILITY OF USAGE ranges from a primary residence, second/vacation home and/or high yield investment asset. With stunning curb appeal, the approach to the home immediately sets the scene of grandeur with its inviting covered front porch and double heighted entryway foyer. The floorplan flows effortlessly with its OPEN-PLAN CONCEPT living featuring a focal point gourmet kitchen with expansive island and stainless-steel appliances, separate dining space & expansive family room with multiple seating areas and gorgeous two-sided fireplace. The ensuite guest bedroom on the 1st floor has direct access to the patio/pool and there are two primary bedrooms with lounge areas & ensuite bathrooms situated on both the 2nd and 3rd floors. In addition there are two BESPOKE THEMED bedrooms – a magical Harry Potter bedroom which sleeps 10 and a seaside beach inspired bedroom which sleeps 8 together with a stunning hidden immersive undersea hideaway gaming/playroom. The property boasts abundant spaces for both relaxation as well as ample ENTERTAINMENT AREAS including a dedicated themed arcade room as well as pool, card and games tables. Seamlessly blending the indoor with the outdoor and further complementing the home, there is access to multiple PRIVATE BALCONIES to avail of the early morning sunrises or evening sunsets. Enjoy outdoor Florida lifestyle at its finest sitting out on the large patio OASIS area soaking up the sunrays, swimming in the pool or lounging in the spa. Cook on the outdoor grill and dine poolside whilst admiring the backdrop of the unbeatable PANORAMIC VIEWS overlooking both the pool area as well as the stunning sweeping views of the fairway. Reunion Resort features three world class golf courses (designed by Arnold Palmer, Tom Watson & Jack Nicklaus), a golf academy, Clubhouse at The Bear’s Den, six onsite restaurants, twelve community swimming pools, a multimillion-dollar water park, Har-True tennis courts, pickleball, bocce ball, volleyball, crazy golf, a playground, full-service salon and spa. Reunion is conveniently located a couple of miles away from Walt Disney World Resort, Seaworld and Universal Studios. Video as well as 3D virtual tour & floorplan available! DON’T MISS OUT, schedule your showing today!

7481 Gathering Loop, Reunion

$999,999
5 Beds 3 Baths Pleasant Hill Trails Unit 2 SubDv. 34746 Zip Code
This elegant estate home is located in Kissimmee with close proximity to Central Florida business and Orlando communities with an astounding 5.47 total acres of land surrounding the actually developed almost 2 acres. This is privacy and land at an affordable price. The breathtaking tree-lined private drive creates eager anticipation for the primary residence. This is a compound for the large family or extended family. Not to be disappointed, you are welcomed via a circular driveway entrance with abundant parking for the family with multiple automobiles or guest parking. You enter through the beautiful double mahogany door to the stunning home with large open rooms including, foyer, dining, den, oversized pool, and tremendous fourth bedroom or game room. The kitchen is equipped with high-end appliances and gorgeous wood cabinetry. The additional 1 bedroom 1 bath detached guesthouse with kitchenette overlooks the stunning wooded and greenbelt views. This home has million dollar-type upgrades at a very affordable price. 3 a/c systems, radio/intercom system throughout, Anderson windows are double paned and insulated, lush landscaping, tiled roof, outside screened lanai with views of a magnificent natural wooded landscape. Additional amenities are 10-12 foot ceilings, crown molding, dual water heaters, fully tiled home, new skylights, remodeled laundry room, new stainless steel oven, dishwasher, refrigerator, custom blinds, RV electrical hookup by garage/guest apartment. Gorgeous, private retreat.

3150 Appaloosa Court, Kissimmee

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