Kissimmee Homes with Courtyard Exterior Features

Kissimmee Homes with Courtyard Exterior Features

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of theme parks with the charm of Southern living. Nestled just a stone's throw from the world-renowned Walt Disney World Resort, Kissimmee offers an enchanting lifestyle that draws both residents and visitors alike. With its sunny climate, lush landscapes, and a plethora of recreational activities, this city is an ideal place to call home.

Kissimmee boasts a rich history and a strong sense of community, making it a welcoming environment for families, retirees, and young professionals. Enjoy the scenic beauty of Lake Tohopekaliga, where fishing, boating, and wildlife watching are just a few of the outdoor activities available. The city also features a vibrant downtown area filled with eclectic shops, delicious dining options, and cultural events that celebrate the local heritage.

When it comes to real estate, Kissimmee offers stunning homes with courtyard exterior features that add a touch of elegance and charm. These beautiful properties often feature private courtyards, perfect for outdoor entertaining or enjoying a peaceful moment under the Florida sun. Imagine sipping your morning coffee surrounded by lush greenery or hosting a delightful evening gathering in your own secluded oasis.

With a variety of styles and sizes, homes with courtyard features in Kissimmee cater to diverse tastes and lifestyles. Whether you’re looking for a cozy retreat or a spacious family home, you’ll find that Kissimmee is not just a place to live – it’s a community to thrive in. Come explore the endless possibilities that await you in this charming city!

Newest Kissimmee Homes with Courtyard Exterior Features

775 Golden Bear Drive, Kissimmee

775 Golden Bear Drive, Kissimmee

5 Beds ⋅ 6 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code

Take a look this Spacious Ex Model Home with open floor plan overlooking the pool area and from the upstairs balcony view one of Reunion's 3 signature golf courses features 5 Bedrooms all the suite including Master Bathrooms on the first and second floors, game room, outdoor kitchen, and in ground pool and spa Features include volume ceilings, custom 42" cabinetry, granite throughout, stainless steel appliances, crown molding throughout, 8' doors, tray ceilings and much more! Property is located in a gated community Zoned for Short Term Rental. A golfer's and/or investor's dream! Don't miss this great opportunity to live in Reunion resort.

775 Golden Bear Drive, Kissimmee

4006 San Gallo Drive Unit 107, Kissimmee

4006 San Gallo Drive Unit 107, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code

**GREAT OPPORTUNITY FOR HOMEOWNERS, SECOND-HOME BUYERS, AND INVESTORS! SHORT-TERM, MID-TERM, AND LONG-TERM RENTAL POTENTIAL!** Welcome to this beautifully maintained townhome offering comfort, convenience, and investment versatility! Whether you're searching for a primary residence, Florida vacation getaway, second home, or income-producing investment, this property offers exceptional possibilities. Step inside to discover a bright, inviting interior featuring an open floor plan, elegant tile flooring, neutral finishes, and abundant natural light. The kitchen showcases white cabinetry, attractive countertops, stainless steel appliances, a stylish backsplash, and a convenient breakfast bar. The adjoining living and dining areas provide comfortable spaces for relaxing and entertaining. Upstairs, beautiful wood-look flooring adds warmth and character throughout. The spacious bedrooms offer flexibility for family, guests, or a home office. Ceiling fans, generous windows, and thoughtfully designed living spaces enhance everyday comfort. The bathrooms feature functional layouts, including a relaxing jetted tub. **INVESTORS TAKE NOTICE!** This property offers potential flexibility for SHORT-TERM VACATION RENTALS, MID-TERM FURNISHED RENTALS, and TRADITIONAL LONG-TERM RENTALS, subject to applicable community restrictions and local regulations. Explore opportunities for vacation guests, traveling professionals, corporate housing, seasonal visitors, or annual tenants. Buyers seeking a second home can enjoy their own Florida retreat while exploring rental income opportunities when the property is not in personal use. **CHARMING COMMUNITY & AMENITIES!** Enjoy a picturesque neighborhood featuring colorful architecture, beautifully landscaped grounds, scenic pedestrian walkways, decorative white garden arbors, and inviting outdoor gathering spaces. Relax near the community's scenic pond and fountain, surrounded by attractive wooden pergolas and peaceful green spaces. The neighborhood's welcoming atmosphere creates a wonderful setting for enjoying Florida's year-round sunshine. **LOCATION, LOCATION, LOCATION!** Conveniently situated near shopping, restaurants, entertainment, local parks, and outdoor recreational opportunities. Enjoy easy access to nearby walking areas, green spaces, major roadways, and Central Florida attractions. The location offers convenience for full-time residents, seasonal visitors, and potential renters alike. **LIVE HERE, VACATION HERE, OR INVEST HERE!** Whether your goal is homeownership, a second-home escape, or building your real estate investment portfolio, this townhome offers an attractive combination of location, lifestyle, and versatility. **DON'T MISS THIS OPPORTUNITY! SCHEDULE YOUR PRIVATE SHOWING TODAY!** *Rental eligibility and minimum lease periods should be independently verified with the association and local authorities.*

4006 San Gallo Drive Unit 107, Kissimmee

460 Water Street Unit 460, Celebration

460 Water Street Unit 460, Celebration

3 Beds ⋅ 2 Baths ⋅ Water Street Condo Ph 3 SubDv. ⋅ 34747 Zip Code

Located in Celebration’s Main Village! A 3 Bedroom, 2 Bath unit; the additional large Den/Home Office can serve as the 3rd Bedroom. This rare Corner Unit model has a large Covered Balcony that overlooks the Water Street Canal, with its waterfalls & Cala Lilies & Ducks. The flooring is new carpet and ceramic tile. The Living/Dining Room with Crown Molding offers a Sliding Patio Door to your Covered Private Balcony. The Kitchen has a Pantry and Breakfast Nook with 2 Windows offering great views of a lush green space. A Large Bedroom has a Walk-in Closet plus Bath with Shower/Tub combination. The Laundry Room has a Full Size Washer & Dryer plus additional shelves for Storage. The Owners' En Suite has a walk-in closet plus Bath with Shower/Tub combination, and the second bedroom has two separate mirrored closets with En Suite access to the second bathroom. Notable Celebration Amenities include: Lakeside Heated Community Pool, Playground, Tennis & Basketball Courts, Golf Course, Library, Miles of Biking/Walking Trails, Restaurants, Sunday Farmer's Market, Advent Health Hospital, Post Office and much MORE! Close to Walt Disney Theme Parks, Resorts and Disney Springs. Be sure to visit the link to the 3D virtual floor plan / tour!

460 Water Street Unit 460, Celebration

501 Mirasol Circle Unit 411, Celebration

501 Mirasol Circle Unit 411, Celebration

2 Beds ⋅ 2 Baths ⋅ Mirasol At Celebration Condo SubDv. ⋅ 34747 Zip Code

Beautifully renovated and impeccably maintained, this fourth-floor, two-bedroom residence is located in Mirasol's desirable resort-style mid-rise building, with convenient access to the community's exceptional amenities. The spacious living room and split-bedroom floor plan offer a wonderful balance of open living and privacy. Rich, hand-scraped-style engineered hardwood flooring, crown molding, custom lighting, and plantation shutters create a warm and elegant interior. The kitchen is especially impressive, featuring beautifully detailed wood cabinetry, gorgeous granite countertops, GE Profile stainless steel appliances, and double ovens. The primary bath continues the same level of quality with a custom wood vanity and marble-tiled shower. Step outside to the covered, screened balcony and enjoy sweeping views over the treetops of Celebration, with the added delight of watching Disney fireworks from the comfort of home on clear evenings. One assigned parking space is included. Building 501 offers controlled key fob access after 5 p.m. and convenient access to Mirasol's resort-style heated pool and spa, 24-hour fitness center, resident clubroom with billiards, business center, and on-site day spa. Celebration's scenic walking and biking trails connect you to Town Center dining, shopping, and entertainment, with Walt Disney World and Central Florida's attractions just minutes away. A beautifully finished home in an exceptional location, ready for you to move right in.

501 Mirasol Circle Unit 411, Celebration

111 Cattail Court, Kissimmee

111 Cattail Court, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Coralwood SubDv. ⋅ 34743 Zip Code

$5,000 TOWARD BUYER’S CLOSING COSTS, A PRIVATE POOL, AND EXTRA SPACE THAT MAKES THE DIFFERENCE! Located on a cul-de-sac in Coralwood, this 4-bedroom, 2.5-bath pool home offers approximately 1,938 square feet and an additional upstairs living area with potential for conversion into a fifth bedroom. The first-floor primary bedroom offers added convenience, and all four bedrooms have closets. An attached two-car garage provides additional practicality. This versatile upstairs space could also serve as a home office, media room, or second gathering area. A double-height entry creates a welcoming first impression. The kitchen, remodeled in 2024, along with the updated primary bathroom and half bath, adds appeal and comfort. Outside, enjoy your private screened-in pool, remodeled in 2022—an inviting place to relax and entertain. Additional improvements include a water heater installed in 2024 and roof repairs completed in 2025. Located approximately 3 minutes by car from Florida’s Turnpike access at Osceola Parkway, with connections to SR 417 and access to Disney Springs and shopping and dining at The Loop. Plus, the seller offers $5,000 toward the buyer’s closing costs. Schedule your showing and explore the possibilities!

111 Cattail Court, Kissimmee

Kissimmee

Kissimmee

2 Beds ⋅ 2 Baths ⋅ The Terraces At Storey Lake Condo 2 Ph 6 SubDv. ⋅ 34746 Zip Code

Welcome to this TOP PERFORMING 2-bedroom, 2-bathroom condo located in the highly desirable Storey Lake Resort, just minutes from Walt Disney World and Central Florida’s world-famous attractions. This bright and modern condo features an open-concept floor plan with tile flooring, abundant natural light, and a seamless flow between the kitchen, dining, and living areas. The fully equipped kitchen offers stainless steel appliances, ample cabinetry and counter space, and a convenient breakfast bar, making it ideal for both everyday use and entertaining. The spacious living area opens to a private balcony overlooking the water, providing a peaceful setting to enjoy morning coffee, Florida sunsets, and relaxing views. Both bedrooms are thoughtfully designed for comfort, while two full bathrooms provide convenience for owners and guests alike. Additional features include an in-unit washer and dryer, central air conditioning, Smart TVs, and high-speed internet capability. Located within Storey Lake Resort, the property offers access to an impressive collection of resort-style amenities, including a lazy river, waterslides, swimming pools, splash pad, mini golf, kayak dock, fitness center, sports courts, and additional recreational areas. Storey Lake is ideally positioned near Walt Disney World, Universal Orlando, SeaWorld, shopping, restaurants, and major Central Florida roadways, making it one of the area's most convenient vacation-home communities. Whether you're looking for a vacation home, investment property, or a combination of personal use and short-term rental potential, this water-view condo offers an excellent opportunity to own in one of the Orlando area's most popular resort communities.

Kissimmee

Kissimmee

Kissimmee

2 Beds ⋅ 2 Baths ⋅ The Terraces At Storey Lake Condo 1 Ph 2 SubDv. ⋅ 34746 Zip Code

Welcome to this TOP PERFORMING 2-bedroom, 2-bathroom condo located in the highly sought-after Storey Lake Resort, ideally positioned just minutes from Walt Disney World and Central Florida’s top attractions. Designed with both comfort and functionality in mind, this modern condo features a bright, open-concept floor plan connecting the living, dining, and kitchen areas. Large windows provide abundant natural light, while contemporary finishes and furnishings create an inviting, vacation-ready atmosphere. The fully equipped kitchen offers ample cabinetry and counter space and flows seamlessly into the dining and living areas, making the property well suited for entertaining and family stays. The living room also provides access to a private balcony, offering additional space to relax and enjoy the Florida lifestyle. The spacious primary suite features a king-size bed, an ensuite bathroom, and a comfortable, modern design. The second bedroom is currently configured with a full-over-full bunk bed, providing flexible accommodations for families and vacation guests. A queen-size sleeper sofa in the living area further expands the property's sleeping capacity. Additional features include an in-unit washer and dryer, central air conditioning, high-speed internet capability, Smart TVs, and a functional layout designed for both personal use and vacation rentals. Located within Storey Lake Resort, owners and guests can enjoy an impressive selection of resort-style amenities, including swimming pools, a lazy river, water park, splash areas, mini golf, fitness center, and recreational spaces. The community's prime Kissimmee location provides convenient access to Walt Disney World, Universal Orlando, SeaWorld, shopping, dining, and major Central Florida roadways. Whether you're searching for a Central Florida vacation home, investment property, or a combination of personal use and short-term rental potential, this 2-bedroom condo offers an excellent opportunity in one of the Orlando area's most established vacation-home communities.

Kissimmee

2564 Bear Creek Court, Kissimmee

2564 Bear Creek Court, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Indian Creek Ph 1 SubDv. ⋅ 34747 Zip Code

LOCATION, LIFESTYLE, AND FLEXIBILITY IN THE HEART OF CENTRAL FLORIDA Beautifully furnished and turnkey spacious 4-bedroom, 3-bathroom single-family pool home in the desirable Kissimmee - Celebration area. This one-story residence offers approximately 1,760 square feet of comfortable living space and the flexibility to enjoy as a full-time residence, second home, or short-term rental. Step inside to a bright, inviting floor plan designed for effortless Florida living. The home features a comfortable primary suite with walk-in closet, a fully equipped kitchen, indoor laundry, central air and heating, and an attached 2 car garage. Offered fully furnished and turnkey, this home makes it easy to settle in and start enjoying the Central Florida lifestyle. Your private outdoor retreat awaits beyond the living areas. The screened-in pool and spa create a relaxing setting for morning coffee, afternoons in the sun, or unwinding after a day exploring Orlando’s world-class attractions. The fenced backyard adds privacy and provides a wonderful space to enjoy outdoor living throughout the year. For those seeking flexibility, short-term rentals are permitted in the community, subject to applicable Osceola County regulations or licensing. And then there is the location. Set within the sought-after Kissimmee corridor, you are just minutes from Walt Disney World, Celebration, Margaritaville Resort Orlando, Sunset Walk, shopping, dining, golf, entertainment, and major Central Florida roadways. Disney’s Animal Kingdom is approximately 5.5 miles away, placing you close to the experiences that make Central Florida such a great destination. Whether you envision a private Florida escape, a furnished residence, or a property with short-term rental potential, 2564 Bear Creek Ct brings together space, comfort, a private pool-and-spa setting, and an enviable location. Schedule your private showing and experience the lifestyle this Central Florida

2564 Bear Creek Court, Kissimmee

3471 Dovetail Avenue, Kissimmee

3471 Dovetail Avenue, Kissimmee

6 Beds ⋅ 4 Baths ⋅ Enclave At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code

Welcome to 3471 Dovetail Avenue, where modern Florida living meets comfort, style, and convenience in the heart of Kissimmee. Nestled within a sought-after community, this beautifully maintained home offers spacious living, thoughtful design, and the perfect setting for creating lasting memories. Step inside to an inviting open-concept floor plan filled with natural light, seamlessly connecting the living, dining, and kitchen spaces—ideal for everyday living and entertaining alike. The well-appointed kitchen serves as the heart of the home, providing ample workspace, generous cabinetry, and a welcoming atmosphere for family gatherings and special occasions. The private owner’s retreat offers a peaceful escape, while the additional bedrooms provide flexibility for family, guests, or a home office. Every space has been designed with comfort and functionality in mind, making this home as practical as it is inviting. Step outside to your own backyard oasis, offering room to relax, entertain, or simply enjoy Florida’s year-round sunshine. Whether you’re hosting weekend barbecues, watching the kids play, or enjoying a quiet evening outdoors, this outdoor space is ready to fit your lifestyle. Perfectly positioned just minutes from shopping, dining, schools, major highways, and Orlando’s world-famous attractions, this home offers the ideal balance of neighborhood tranquility and everyday convenience. You’ll enjoy easy access to Lake Nona, Orlando International Airport, Disney, and everything Central Florida has to offer. 3471 Dovetail Avenue isn’t just a house—it’s a place to grow, gather, and truly feel at home. Schedule your private showing today and discover why this exceptional Kissimmee property is the perfect place to begin your next chapter.

3471 Dovetail Avenue, Kissimmee

319 Celebration Boulevard, Celebration

319 Celebration Boulevard, Celebration

3 Beds ⋅ 4 Baths ⋅ Charleston Place SubDv. ⋅ 34747 Zip Code

Virtually Staged. Welcome to Charleston Place in Celebration’s desirable North Village, where classic neighborhood charm meets beautifully updated interiors and an exceptional amount of living space. Offering more than 2,500 square feet across three levels, this impressive townhome features three generously sized bedrooms, each with its own private ensuite bath and walk-in closet, plus a convenient first-floor half bath. The home has undergone an extensive series of recent updates, creating a fresh, polished and beautifully cohesive interior. Walls, ceilings and doors have been completely repainted, with new blinds, ceiling fans and light fixtures throughout. Additional updates include new door handles, hinges and hardware, along with updated light switches and outlets. The open-concept main level offers spacious living and dining areas flowing naturally into the kitchen, where quartz countertops provide a clean, sophisticated finish. Beautiful porcelain wood-look plank flooring extends throughout the first floor, combining the warmth of wood with the durability of porcelain tile. A true highlight is the collection of recently remodeled bathrooms, beautifully finished with a luxurious contemporary aesthetic. Updates include designer vanities with quartz and marble tops, new showers and tubs, toilets, faucets, shower controls, mirrors and lighting, along with premium large-format porcelain tile on the walls and floors. The result is a series of stylish, spa-inspired spaces that feel fresh, refined and move-in ready. The second floor features two oversized bedrooms, each with a private ensuite bath and large walk-in closet. A conveniently located laundry closet is just steps away. The entire third floor is dedicated to an expansive, apartment-sized bedroom suite with its own full bath and walk-in closet. New luxury vinyl plank flooring enhances this private level, making it ideal for guests, extended family, a home office or anyone who appreciates additional privacy. Outside, a secluded garden courtyard surrounded by mature landscaping provides a peaceful setting for morning coffee, evening cocktails or simply enjoying Florida’s year-round outdoor lifestyle. A detached two-car garage offers excellent parking and storage. Additional improvements include an A/C replaced in 2021 and water heater replaced in 2024. And then there’s the Celebration lifestyle! North Village offers the inviting neighborhood atmosphere that makes Celebration such a distinctive place to call home. Residents enjoy community pools, parks, playgrounds and recreational amenities, along with picturesque paths, lakes and tree-lined streets perfect for walking and biking. Celebration Town Center is nearby, offering restaurants, cafés, boutiques and year-round community events. Walt Disney World and Central Florida’s world-famous attractions are just minutes away, while convenient access to I-4 connects you with Orlando, Tampa and surrounding communities. Orlando International Airport is approximately 30 minutes away, with Florida’s Atlantic and Gulf Coast beaches within easy reach. With more than 2,500 square feet, three private bedroom suites, extensive recent renovations, a two-car garage and a sought-after North Village location, this home delivers the space, style and lifestyle that make Celebration living so special.

319 Celebration Boulevard, Celebration

3058 Cadence Sound Lane, Kissimmee

3058 Cadence Sound Lane, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Seasons At Big Sky Ph 2 SubDv. ⋅ 34744 Zip Code

Welcome to 3058 Cadence Sound Ln, Kissimmee, FL 34744! This beautiful 4-bedroom, 2-bathroom home offers a comfortable and functional layout with inviting living spaces designed for everyday living and entertaining. If features an upgraded Epoxy garage Floor and a whole- house purified water System, The well-planned floor plan provides plenty of room for family, guests, a home office, or additional flex space. Conveniently located in Kissimmee with easy access to major roadways, shopping, dining, schools, and the many attractions and amenities Central Florida. Don’t miss the opportunity to make this wonderful property your next home. Schedule your private showing today. Super LOW Association fee: $80.00 MONTHTLY..

3058 Cadence Sound Lane, Kissimmee

1472 Fairview Cir, Kissimmee

1472 Fairview Cir, Kissimmee

5 Beds ⋅ 6 Baths ⋅ Reunion Ph 2 Prcl 3 SubDv. ⋅ 34747 Zip Code

This beautifully furnished 5-bedroom, 5.5-bath pool home is located in the popular gated Reunion Resort, a premier golf and vacation community just minutes from Walt Disney World. The open-concept floor plan features abundant natural light, a spacious living area, and a well-appointed kitchen with granite countertops, stainless steel appliances, and a large island. Sliding glass doors lead to a private pool and sun deck, creating an inviting space for relaxing or entertaining. The garage has been converted into a games room and features a Mini-split and LED lighting. The primary suite offers a spa-inspired bathroom with dual vanities and a dual-head walk-in shower. A versatile upstairs loft with wet bar provides additional space for a game room, movie area, or second living room. All five bedrooms feature en-suite bathrooms, offering comfort and privacy for family and guests. Reunion amenities include three championship golf courses, a water park, resort pools, tennis and pickleball courts, fitness center, and dining options. Conveniently located near Disney, Universal, Orlando International Airport, and major highways. Property comes Fully Furnished. Perfect as a vacation home or short-term rental opportunity. Cable TV, Internet and lawncare is included in the HOA Fees!!

1472 Fairview Cir, Kissimmee

Start Your Search