Kissimmee Homes with Traditional Architectural style

Kissimmee Homes with Traditional Architectural style

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the magic of the Sunshine State with the charm of traditional living. Nestled just south of Orlando, Kissimmee is renowned for its rich history, diverse culture, and proximity to world-famous attractions like Walt Disney World and Universal Studios. With its picturesque landscapes, beautiful lakes, and an abundance of outdoor activities, Kissimmee offers an idyllic setting for families, retirees, and everyone in between.

One of the most captivating aspects of Kissimmee is its architectural charm, particularly the homes designed in traditional styles. These residences exude character and warmth, often showcasing classic elements such as gabled roofs, brick facades, and inviting front porches. Traditional architectural homes in Kissimmee are not just structures; they tell a story and create a sense of belonging. Many of these homes are set in friendly neighborhoods, where community spirit thrives and neighbors become friends.

Living in a traditional-style home in Kissimmee means embracing a lifestyle that values both comfort and elegance. Whether you’re enjoying a leisurely afternoon on your porch or hosting family gatherings in your spacious living areas, these homes provide the perfect backdrop for cherished memories.

With a thriving real estate market, Kissimmee is an ideal place to find your dream home. Immerse yourself in this enchanting city, where traditional architecture meets modern conveniences, and experience the true essence of Florida living. Welcome home to Kissimmee!

Newest Kissimmee Homes with Traditional Architectural style

3 Beds ⋅ 2 Baths ⋅ Lindfields Unit 1 SubDv. ⋅ 34747 Zip Code

Location, Location!! NO HOA.. Make this home your primary residence or used as investment property for vacation (Airbnb) short term or long term rental. 3 /2 home located just minutes from theme parks, restaurants, shopping center. Margaritaville only 3 miles, Disney 10 miles, Universal less than 20 miles away. Newer roof- only 2 years approximately. Schedule your private tour today.!

8809 Parliament Court, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code

Virtually Staged. SPACE, PRIVACY & RESORT-STYLE LIVING IN BELLALAGO! Welcome to 1711 Windward Oaks Ct, an impressive 5-bedroom, 5.5-bath residence situated on an oversized 0.46-acre cul-de-sac lot in the sought-after gated community of Bellalago. Offering exceptional space, privacy and versatility, this home is ideal for a growing household, frequent guests or multigenerational living, with a generous bedroom and bathroom configuration that allows everyone to enjoy their own space. The expansive floor plan features multiple living areas designed for comfortable everyday living and entertaining, while the three-car garage provides plenty of room for vehicles, storage, bikes and recreational gear. One of the home's standout features is the oversized enclosed porch overlooking beautiful open green space. Whether enjoying morning coffee, gathering with family and friends or simply unwinding at the end of the day, this peaceful outdoor living area provides a wonderful extension of the home with added privacy and tranquil views. Beyond the home, Bellalago delivers the Florida lifestyle with an impressive array of resort-style amenities. Residents enjoy multiple pools, including a Junior Olympic pool, an interactive water park, fitness facilities, tennis and pickleball courts, basketball and volleyball, playgrounds, a dog park, walking and recreational areas, clubhouse facilities and community activities. On-site dining adds even more convenience and creates a great place to gather and socialize without leaving the neighborhood. Bellalago's location along beautiful Lake Tohopekaliga brings waterfront recreation right into the community, with fishing areas, boardwalks and private boat-ramp access for residents to enjoy boating and the outdoors. Everyday conveniences are also close at hand, with shopping, dining and services located just outside the community. With nearly half an acre, a desirable cul-de-sac setting, five bedrooms, five-and-a-half bathrooms, a three-car garage, expansive indoor and outdoor living spaces, peaceful green-space views and an exceptional resort-style community, this home offers much more than square footage—it offers the space and flexibility to fit today's lifestyle.

1711 Windward Oaks Court, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Bvl Unit 2 SubDv. ⋅ 34743 Zip Code

Welcome to 138 Hollyhock Ct! This well-maintained 3-bedroom, 2-bath home offers 1,642 square feet of living space and a beautiful pond view from the backyard. Enjoy peace of mind with a roof less than one year old and fresh interior and exterior paint, making this home move-in ready for its next owner. Conveniently located near Lake Nona with easy access to Florida’s Turnpike, shopping, dining, Starbucks, Chick-fil-A and everyday conveniences. Plus, you’re approximately 25 minutes from the world-famous attractions of Walt Disney World and Universal Orlando. Whether relaxing at home overlooking the water or enjoying everything Central Florida has. this home delivers location, convenience and Florida living all in one. Schedule your private showing today!

138 Hollyhock Court, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 2 SubDv. ⋅ 34747 Zip Code

Fully Furnished First Floor Condo Near Disney! This beautifully maintained 3 bedroom, 2 bathroom FIRST FLOOR condo in the gated Wyndham Palms Resort Community offers exactly that lifestyle, with the added benefit of being FULLY FURNISHED and APPROVED for SHORT TERM RENTALS and AIRBNB. Whether you are searching for a vacation home, an income producing investment, or a primary residence close to the parks, this property is ready to deliver from day one. The open concept layout centers around a kitchen with STAINLESS STEEL APPLIANCES (2025), flowing easily into the living and dining spaces. NEW LUXURY VINYL PLANK FLOORING, FRESH PAINT, and REPLACED WINDOWS throughout give the home a clean, updated feel, while BRAND NEW LIVING ROOM FURNITURE means it is truly move in ready. The split bedroom design offers privacy for owners and guests alike, and a dedicated office space adds flexibility for remote work or managing your rental. Both bathrooms feature new shower doors for a fresh, modern touch. Imagine mornings on your private patio with coffee in hand, evenings by the resort pool, and easy access to Walt Disney World whenever the mood strikes. Step outside and you are directly across from the clubhouse, where residents enjoy 24 hour guard gated security, a resort style pool, splash pad, jacuzzi, sand volleyball, tennis and basketball courts, a movie theater, game room, and more. Location is everything here. You are minutes from Walt Disney World, Margaritaville Resort Orlando, Island H2O Water Park, Sunset Walk, Celebration, Old Town, championship golf, and Orlando International Airport, with quick access to US 192, SR 429, I 4, and Osceola Parkway. This is more than a condo. It is a chance to own a piece of the Central Florida lifestyle, fully turnkey and ready for you to enjoy

2307 Butterfly Palm Way Unit 104, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Emerald Pointe SubDv. ⋅ 34743 Zip Code

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

4 Beds ⋅ 2 Baths ⋅ Peppertree At Cyp Wds U1 SubDv. ⋅ 34758 Zip Code

Short Sale. This exceptional 4-bedroom, 2-bathroom single-story home is in pristine, move-in ready condition, offering effortless, stairs-free living paired with the convenience of an attached 2-car garage. The interior is dramatically highlighted by striking cathedral and vaulted ceilings that enhance the natural light and create an open, expansive atmosphere throughout the living spaces. At the heart of the home, the impressive kitchen comes fully outfitted with elegant granite countertops and a sleek suite of stainless steel appliances, offering a stylish, high-performing hub for all your daily culinary and entertaining needs. Spotlessly prepared and meticulously maintained from top to bottom, this turnkey residence is completely ready for a stress-free transition into a comfortable lifestyle.

414 Spice Court, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Pb 3b & 4a SubDv. ⋅ 34747 Zip Code

Experience resort-style Florida living in this beautifully upgraded 2-bedroom, 2-bath home located in the highly desirable Four Seasons 55+ guard-gated community in Kissimmee. Move-in ready and thoughtfully enhanced throughout, this home combines stylish upgrades, excellent storage, comfortable living spaces, and an exceptional amenity-filled lifestyle. Inside, you'll find upgraded flooring extending through the living areas, bedroom and closets, along with beautiful French doors, window blinds and draperies, upgraded ceiling fans and lighting throughout, and an elegant upgraded dining room light fixture. The kitchen features a stylish backsplash, additional cabinetry and cupboards, an added bank of drawers for convenient storage, decorative cabinet and drawer pulls, and an exhaust fan over the stove. These thoughtful additions provide both functionality and an attractive finished look. The laundry room offers additional cabinetry and storage, decorative hardware, a coordinating backsplash and plumbing already in place for a laundry sink. Both bathrooms feature attractive finishes, including a guest shower and an upgraded beveled-edge finish in the primary shower. Enjoy Florida's beautiful weather from the screened-in lanai, creating an inviting additional space for morning coffee, relaxing, entertaining family and friends, or simply enjoying the Florida lifestyle. Additional improvements include gutters and upgraded garage shelving, providing even more convenient storage and organization. And the lifestyle doesn't stop at your front door. Four Seasons offers an outstanding resort-style 55+ lifestyle within a guard-gated community, complete with an impressive clubhouse offering a wide variety of activities and social opportunities, oversized swimming pools, fitness center, pickleball courts, tennis courts, golf, and much more. Whether you enjoy staying active, playing golf, relaxing poolside, participating in community activities, or spending time with friends at the clubhouse, Four Seasons offers something for virtually every lifestyle. With extensive upgrades already completed, generous living and storage space, outstanding community amenities, and a desirable Kissimmee location, this home offers the opportunity to simply move in and start enjoying everything Central Florida has to enjoy. This is more than a home—it's the Florida lifestyle you've been looking for. Schedule your private showing today and experience Four Seasons for yourself!

1667 Key Bay Trail, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Eagle Bay Ph 2 SubDv. ⋅ 34743 Zip Code

Welcome to this beautifully maintained, one-owner home conveniently located just 17 minutes from the Lake Nona VA Medical Center and approximately 15 minutes from Orlando International Airport. This 4-bedroom, 2-bath home offers a comfortable and functional layout, a two-car garage, and no carpet throughout. The home has been meticulously cared for and features several recent improvements, including fresh interior and exterior paint completed in July 2026 and a brand-new interior A/C unit, also replaced in July 2026. Additional features include a water softener, high-efficiency water heater, solar panels, a fully fenced yard, and an extended screened-in back porch that provides a comfortable space to relax, entertain, or simply enjoy the Florida weather year-round. With thoughtful upgrades, a well-maintained interior, and a convenient Central Florida location, this home is truly move-in ready and ready for its next owner.

2587 Tanner Terrace, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Heritage Run SubDv. ⋅ 34744 Zip Code

Tucked inside the gated community of Heritage Run in Kissimmee, 1608 Mohegan Blvd offers the perfect combination of comfort, convenience, and location. Enjoy easy access to major highways, shopping, dining, medical facilities, schools, Valencia College, and public transportation, with Kissimmee, St. Cloud, and Orlando all within comfortable reach. Whether you're commuting to work, attending college, enjoying a night out, or taking advantage of everything in Central Florida, this location puts it all within easy reach. This beautifully maintained townhouse sits on one of the larger lots in the community and immediately stands out. Inside, 2,016 square feet unfold across an open floor plan filled with natural light, creating a warm and welcoming atmosphere from the moment you arrive. The main living areas flow together seamlessly, making the home equally comfortable for quiet evenings at home or entertaining family and friends. At the heart of the home, the modern kitchen features granite countertops and a smart, functional layout that makes everyday cooking simple and enjoyable. Whether you're preparing a quick breakfast or hosting a dinner gathering, everything is conveniently within reach. All three bedrooms feature walk-in closets, providing excellent storage and comfort throughout. The spacious primary suite offers a relaxing retreat at the end of the day, while the additional bedrooms provide flexibility for family, guests, or a home office. With two and a half bathrooms, the home is designed to accommodate today's busy lifestyle. Beyond your front door, Heritage Run offers desirable community amenities, including a community pool, cabana, and recreational green spaces—perfect for relaxing, entertaining, or enjoying the Florida sunshine. The location is another major advantage, with shopping, restaurants, grocery stores, healthcare, schools, Valencia College, and public transportation all conveniently accessible. Major roadways make commuting throughout Kissimmee, St. Cloud, Orlando, and the surrounding Central Florida area easy, while nearby attractions and entertainment provide endless opportunities for recreation. With its gated community, spacious lot, open floor plan, modern finishes, excellent storage, resort-style amenities, and convenient Central Florida location, this exceptional Kissimmee townhouse offers an outstanding opportunity for comfortable Florida living. Schedule your private showing today and come see everything at 1608 Mohegan Blvd!

1608 Mohegan Boulevard, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Crestwood Ph 2 SubDv. ⋅ 34741 Zip Code

Welcome to this spectacular soaring Ceiling with Great Decor Home. If space is what you seek with the privacy of a gate community you have found the home you were looking for 4 bedrooms, 3.5 baths, updated gourmet Kitchen features newer Cabinets, and quartz countertops, Newer Stainless steel appliances, opens up to the family room, perfect for entertaining. Bonus room can be used as an office or game room. All bedrooms are located upstairs. One Primary bedroom downstairs with a bathroom. Lushly landscaped, private yard. Great community featuring large pool. Easy access to shopping, schools, main roads, highways and Orlando Attractions. Located just minutes from The Loop, you'll find shopping, restaurants, entertainment, and grocery options close by. Commuters will appreciate easy access to Osceola Parkway, John Young Parkway, SR 417, SR 528, Florida's Turnpike, and I-4, placing Orlando International Airport, Downtown Kissimmee, Celebration, Lake Nona Medical City, and Walt Disney World Resort all within a convenient drive. If you're searching for a home that offers generous living space, a private backyard oasis, and one of Kissimmee's most convenient gated locations. This is the property to call your new "Home Sweet Home"!

3469 Forest Ridge Lane, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code

Fully furnished and showcasing breathtaking pond views from the private screened-in balcony, this beautifully updated 4-bedroom, 2-bathroom condo is located on the third floor of the highly sought-after Legacy Dunes Resort. Enjoy no upstairs neighbors, soaring high ceilings, and one of the community's most desirable locations, offering the perfect blend of privacy, comfort, and resort-style living. Step inside to a bright, open floor plan featuring travertine tile throughout with brand new upgraded carpet in all closets, a bright living and dining area, and a beautifully upgraded kitchen with granite countertops, stainless steel appliances, including a brand-new dishwasher, and abundant cabinetry. Both bathrooms have been tastefully updated with modern vanities, while the interior laundry room with washer and dryer adds everyday convenience. Recent improvements include a new roof 2025 and a newer A/C system, providing added value and peace of mind. Whether you're searching for a primary residence, vacation home, or income-producing investment, this property offers endless possibilities. Legacy Dunes allows both short-term and long-term rentals, making it an exceptional opportunity for homeowners and investors alike. Residents enjoy outstanding resort-style amenities including two swimming pools, a renovated clubhouse, fitness center, tennis, pickleball, basketball and volleyball courts, BBQ and picnic areas, walking trails, playground, game room, and gated entry. The condo fee includes water, high-speed Wi-Fi, valet trash service, pest control, and exterior maintenance. Perfectly situated in the heart of the Four Corners/Kissimmee area, you're just minutes from Walt Disney World, championship golf, shopping, dining, major highways, and all of Central Florida's world-famous attractions. Rarely available, top-floor units with panoramic pond views, high ceilings, and no upstairs neighbors are among the most desirable units in Legacy Dunes. Schedule your private showing today!

8811 Dunes Court Unit 308, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Coral Cay Resort SubDv. ⋅ 34746 Zip Code

Experience the perfect combination of resort-style living and exceptional investment potential in this beautifully fully furnished 4-bedroom, 3-bathroom townhome with a newer roof, located in the highly desirable gated Coral Cay Resort. Whether you're searching for a primary residence, vacation home, or a turn-key short-term rental, this move-in ready property offers it all. Step inside to an inviting open-concept floor plan featuring spacious living and dining areas, a well-appointed kitchen, and a screened lanai perfect for relaxing after a day of enjoying Central Florida's attractions. Modern smart home features, including keyless entry, and a smart thermostat, provide added convenience and peace of mind. Just a short walk from the home, enjoy Coral Cay's outstanding resort amenities, including a heated community pool, clubhouse, fitness center, theater room, playgrounds, sand volleyball court, and beautifully maintained grounds. Ideally situated just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld, Old Town, Margaritaville, championship golf courses, premier shopping, and countless dining options, with Orlando International Airport and Florida's beautiful beaches within easy reach. Zoned for short-term rentals, this versatile property is equally suited as a full-time residence, vacation retreat, or income-producing investment. Opportunities to own a fully furnished, turn-key home in one of Kissimmee's most sought-after resort communities are rare. Schedule your private showing today!

2344 Caravelle Circle, Kissimmee

Start Your Search