Kissimmee Homes with Florida Architectural style

Kissimmee Homes with Florida Architectural style

Welcome to Kissimmee, a vibrant city located in the heart of Florida's Osceola County. Known for its diverse culture, rich history, and close proximity to world-renowned attractions, Kissimmee offers a unique blend of small-town charm and big-city amenities.

When it comes to real estate in Kissimmee, homes with true Florida architectural style are a popular choice among buyers. These homes typically feature elements such as stucco exteriors, tile roofs, and spacious outdoor living areas perfect for enjoying the sunny Florida weather. Whether you're looking for a cozy bungalow or a luxury estate, you'll find a variety of homes that embody the quintessential Florida lifestyle in Kissimmee.

Living in Kissimmee means being just a short drive away from the magic of Walt Disney World Resort, Universal Studios, and other top attractions. But the city itself has plenty to offer, from scenic parks and nature trails to bustling shopping and dining districts. With top-rated schools, a strong sense of community, and a thriving real estate market, Kissimmee is an ideal place to call home for families, retirees, and everyone in between.

If you're searching for a home that combines the best of Florida living with modern conveniences, look no further than Kissimmee. Explore the diverse real estate options in this charming city and discover why so many people are proud to call Kissimmee home.

Newest Kissimmee Homes with Florida Architectural style

4 Beds ⋅ 3 Baths ⋅ Oaks At Cypress Woods Rep The SubDv. ⋅ 34758 Zip Code

Four bedroom, three full bath single story with 1,854 square feet in The Oaks at Cypress Woods, an established low HOA neighborhood tucked off Cypress Parkway on the Kissimmee side of Poinciana. Homes here sit on real lots with mature trees, and this one has the kind of flexible layout that works for a growing household, remote work, or hosting family from out of town. The property features a 4 bedroom setup with a primary bedroom with a walk-in and a separate built-in closet, and a junior primary bedroom that also has an ensuite full bathroom, an extra sitting room (perfect for gym, sitting room, play room or at home office) and walk-in closet and another built-in closet. The location puts you at the center of everything Poinciana has added in the last few years. Poinciana Lakes Plaza is about a mile down the road with TJ Maxx, Burlington, Petco, and new dining options, and HCA Florida Poinciana Hospital sits right beside it. Valencia College's Poinciana campus is a short drive, and everyday errands stay close with grocery stores and pharmacies along Cypress Parkway and Marigold Avenue. When you need to go farther, the Poinciana Parkway connects you to ChampionsGate and I-4 in about 20 minutes, the theme parks are roughly 35 minutes out, and the Poinciana SunRail station covers the commute into downtown Orlando. Weekends can mean golf close to home or bass fishing on Lake Toho about 15 minutes east. Schools, parks, and community sports fields are all nearby. Schedule your showing today.

566 Oak Branch Circle, 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 ⋅ Peppertree At Cypress Woods Unit 1 SubDv. ⋅ 34758 Zip Code

Welcome to 517 Peppermill Circle in Kissimmee, Florida—an inviting 3-bedroom, 2-bath single-family home tucked into a cul-de-sac with a large fully fenced backyard, community amenities and thoughtful features for comfortable everyday living. Offering approximately 1,434 square feet, the home makes smart use of its space with vaulted ceilings, a great room, separate dining room and tile flooring throughout—no carpet. Step inside and imagine making the great room your favorite place to gather, relax after a long day or settle in for movie night. The separate dining room gives you a dedicated space for everyday meals, entertaining friends and celebrating special occasions. The kitchen is ready to go with all appliances included, including the range, microwave with range exhaust and a refrigerator less than one year old. An in-sink-area drinking water filtration system adds everyday convenience. The washer and dryer are also included and are conveniently located inside the home's interior laundry room. The primary suite includes its own bath with a walk-in shower, while grab bars at the shower and toilet provide added safety and accessibility. Two additional bedrooms offer flexibility for family, guests, a home office, hobbies or whatever best suits your needs. Outside, you'll find one of the home's standout features—a large, fully fenced backyard with an additional smaller fenced section, giving you even more ways to make the outdoor space your own. Picture weekend barbecues, outdoor dining or relaxing under the Florida sky in the main yard, while the secondary fenced area becomes a dedicated space for pets, a garden, raised vegetable beds, fruit plants or another outdoor project you've been wanting to create. It's a flexible little bonus space waiting for your imagination. Buyers will also appreciate useful information about the home's major systems upfront: 2024 roof, 2023 water heater with timer, 2015 A/C system and copper plumbing pipes. The HOA adds another layer of everyday value. Internet, Wi-Fi and basic cable are included through the HOA at no additional charge, along with access to multiple community swimming pools and recreation areas. Located in Kissimmee, FL 34758, 517 Peppermill Circle combines the independence of a detached single-family home, a cul-de-sac location, a fully fenced yard and flexible outdoor space with the convenience of community amenities. With 3 bedrooms, 2 baths, a great room, separate dining room, interior laundry, all appliances included, vaulted ceilings and tile throughout, this home is ready for its next owner. Bring your furniture, your ideas and your plans for the backyard—then make 517 Peppermill Circle your own.

517 Peppermill Circle, Kissimmee

8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code

Imagine pulling into a community where every day feels like you're on vacation. Located in the 24/7 guard-gated community of Windsor at Westside, this sprawling 8-bedroom, 6-bathroom home spans over 4,000 square feet of space designed for bringing loved ones together. Best of all, it comes fully furnished and turnkey, making it completely move-in or rental-ready from day one. Whether you are looking for a short-term rental investment or a primary residence where family and friends can spread out, this property delivers comfort, luxury, and convenience. From the moment you walk through the front door, the open-concept layout feels welcoming and effortless. The main floor features durable tile flooring throughout the main living areas, centered around a kitchen with rich cabinetry, stone countertops, and a large island where everyone naturally gathers. Just off the main space, slide open the glass doors to your private, screened outdoor oasis, featuring a crystal-clear pool, relaxing spa, and covered brick-paver lanai perfect for outdoor dining and evening relaxation. Thoughtful main-floor planning sets this home apart. The main level includes a private primary bedroom suite, as well as a second full bedroom and guest bathroom—ideal for guests who prefer to avoid stairs or for multi-generational living arrangements. Upstairs and across all bedrooms, you will find newly updated low-maintenance LVP flooring. For added entertainment, the full garage game room comes ready for fun with billiards and air hockey. Beyond the home, the neighborhood offers a complete resort lifestyle. The community amenities include a zero-entry pool with a water slide, lazy river, clubhouse, fitness center, bar and lounge, convenience store, tennis courts, playground, private rentable cabanas and more. The HOA fee simplifies daily living by covering high-speed internet, cable TV, daily trash pick-up, and full lawn maintenance. The location places you close to Central Florida's top attractions. You are approximately 25 minutes from Walt Disney World, minutes from shopping and dining at Posner Park, and close to the dining, shopping, and entertainment options at the Promenade at Sunset Walk, as well as nearby championship golf at ChampionsGate and major roadways like I-4 and US-27. Opportunities like this don't wait long—reach out now to claim your piece of Central Florida resort living today!

1610 Lima Avenue, 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

3 Beds ⋅ 3 Baths ⋅ Reunion Ph 1 Prcl 2 SubDv. ⋅ 34747 Zip Code

Virtually Staged. **Reunion Club Membership Available** Welcome to Carriage Pointe, located within the renowned guard-gated community of Reunion Resort. This beautifully renovated 3-bedroom, 2.5-bath townhome offers a truly exceptional combination of luxury, style, and modern design, complete with an attached 1-car garage. Completely renovated is an understatement, over $100,000 was invested into transforming this home from the studs up, with no detail overlooked. From the moment you enter, you’ll notice the luxury vinyl plank flooring that flows throughout the entire home, creating a sleek and cohesive feel. The heart of the home is the brand new open concept chef’s kitchen, featuring a large island, new appliances, and beautiful granite countertops. The contemporary upgrades continue upstairs, where custom under stair accent lighting adds a upscale touch, while the stunning cable railing system enhances the modern aesthetic. The spacious primary suite offers a private retreat with its own balcony and a beautifully remodeled en-suite bathroom featuring new cabinetry, quartz countertops, and an upgraded rainfall shower. Two additional bedrooms are located upstairs and share a second fully remodeled bathroom. With extensive renovations, high-end finishes, and a modern contemporary design throughout, this Carriage Pointe townhome is truly move-in ready and offers the opportunity to enjoy the exceptional lifestyle of Reunion Resort. Reunion Resort is a luxury resort, that also allows short term rental, and is a top choice for visitors of all ages, Reunion features 12 Pools In The Community, Including a multimillion dollar water park, Complete with a lazy river, splash park for the little ones, tiki bar, & Water Slides, 3 championship golf courses, 5 restaurants, tennis/pickleball courts, putt putt golf, and many more amenities, making Reunion truly a city within gates. This townhome is turnkey, and has so much more to see, that you will have to see in person to appreciate. It is now your turn to call Reunion Resort your new home, or home away from home, welcome home!

815 Assembly Court, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Waterway Village SubDv. ⋅ 34741 Zip Code

Fantastic opportunity for investment or homeownership alternative to renting! This charming 2-bedroom, 2-bathroom townhouse has tile flooring throughout. The functional layout offers a combined living, dining, and kitchen area, along with a convenient indoor laundry closet. Enjoy relaxing or entertaining outdoors on the covered exterior porch, complemented by the added convenience of an outside utility storage closet. Situated in a central Kissimmee community, residents have access to a refreshing community pool and HOA amenities that cover common area lawn and fence care, pool maintenance, street lighting, and CCTV security monitoring. Centrally located close to public bus stops, shopping areas, schools, and all major Central Florida attractions, including Walt Disney World.

4179 Spitfire Avenue, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code

Under Construction. What's Special: No Rear Neighbors | Water View | Loft. New Construction - October Completion! Welcome to the Bermuda at 5766 Meads Bay Pond Road in Westview! This inviting two-story home blends comfort and functionality with a bright open-concept design. The spacious great room flows into the casual dining area and well-appointed kitchen featuring a large island and walk-in pantry. The first-floor primary suite offers a relaxing retreat with a spacious bathroom and walk-in closet, while a flex room near the foyer is perfect for a home office or hobby room. Upstairs, a versatile loft is accompanied by three secondary bedrooms and two full bathrooms. Enjoy outdoor living on the covered lanai, ideal for relaxing or entertaining. Welcome to Westview, a thoughtfully planned community surrounded by wetlands, ponds, open space, and miles of trails. Conveniently located near Poinciana Parkway, residents enjoy easy access to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. Additional Highlights include: GE refrigerator, gourmet kitchen, and flush mount lighting package at great room. Photos are for representative purposes only. MLS#O6430976

5766 Meads Bay Pond Road, Kissimmee

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

1 Beds ⋅ 1 Baths ⋅ Parkway Palms Resort Maingate Condo SubDv. ⋅ 34747 Zip Code

INVESTOR ALERT - 1 bedroom/1 bath completely remodeled, turnkey condominium is located just 1.5 miles from Walt Disney World at The Parkway Palms Resort. Located across from Celebration and minutes from numerous dining, shopping and entertainment establishments with easy access to major highways. This 1st floor unit offers an open dining/living room, separate bedroom with two queen beds, mounted television and reading chair. Bathroom upgrade is the beautiful extra large walk in glass shower. Side entry in building 7, 1st floor with a view of mature landscaping. Best part is the COA fee includes electric, cable, internet, water, exterior building, roof and maintenance of all common areas! AIRBNB currently as it is a perfect rental investment along with relaxing and enjoying your unit while on vacation in the Orlando area. Guests will enjoy the pool, hot tub, picnic area, exercise room, basketball court and the convenience of onsite laundry room.

3100 Parkway Boulevard Unit 727, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code

Welcome to the beautiful community of Bellalago, this stunning 3-bedroom, 2-full-bath residence located in the highly sought-after 24/7 guard gated community. Designed for comfort, convenience and relaxation, this home includes a spacious kitchen with Granite counter top sophisticated cabinetry and stainless steel appliances open to the spacious living ,family and dining areas with tile floor, plus plenty of space for everyday living and entertaining with great view of the conservation area. spacious master bedroom with engineering wood Floor, walking closet and ceiling fans, other 2 bedrooms with wood, laminate floor and ceiling fans. All appliances will convey include (brand new French style fridge, oven, microwave, dish washer, washer & dryer) AC installed in 2021 & water heater in 2024, the house is partially furnished and all included in the sale. Bellalago residents HOA dues includes complimentary High Speed Internet, Cable, multiple pools, two (2) onsite restaurants, boat ramp on the shores of Lake Tohopekaliga, picnic areas, parks, entertainment center, fitness center, dog park, clubhouse, water park, fishing piers, resort-style amenities including two swimming pools, clubhouse, entertainment center, parks, walking trails, on-demand yoga, with a walking distance to a shopping center, restaurants and convenient stores.

3505 Forest Park Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Poinciana Village 1 Nbhd 3 East SubDv. ⋅ 34758 Zip Code

Virtually Staged. *One or more photos are virtually staged* Turn-key! Welcome to 46 Cordona Drive—a beautifully renovated pool home offering modern finishes, energy-efficient features, and move-in-ready appeal. Fresh interior and exterior paint, updated lighting, luxury vinyl plank flooring, and stylish new fixtures create a bright, cohesive interior. The remodeled kitchen features wood cabinetry, quartz countertops, and new appliances, while the renovated bathrooms continue the elevated design with quartz surfaces and contemporary finishes. Additional improvements include a 2023 HVAC system, new water heater, garage door opener, washer/dryer combination, and refreshed landscaping.Outdoors, the property is fully enhanced for privacy and enjoyment with vinyl fencing enclosing both the front and back yards, along with a screen-enclosed pool area perfect for year-round outdoor living. The revitalized swimming pool features a new pump and acid-washed surface, creating a clean and inviting retreat. The home also features a newer 2016 roof with 30-year architectural shingles and a full roof-mounted photovoltaic solar system. Thoughtfully updated inside and out, this impressive home is ready for its next owner! Located in the established Poinciana area of Kissimmee, this home offers convenient access to everyday shopping, dining, healthcare services, parks, and recreational facilities. The surrounding community features swimming pools, playgrounds, athletic fields, fitness facilities, and outdoor recreation opportunities. Nearby Poinciana Parkway provides connections to major Central Florida roadways, while the Poinciana SunRail Station offers an additional transportation option. Perfectly positioned near Downtown Kissimmee and world-class attractions for the ultimate Central Florida lifestyle.

46 Cordona Drive, Kissimmee

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