Kissimmee Homes with Playground Amenities

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

$249,000

3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Ph 2 SubDv. ⋅ 34747 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom Townhome located in the highly sought-after Emerald Island Resort, one of Kissimmee's premier gated short-term rental communities! Featuring an inviting open-concept floor plan, this home is designed for comfortable living and effortless entertaining. Tile flooring flows throughout the entire first floor, while the freshly painted downstairs ceiling enhances the abundant natural light, creating a bright and welcoming atmosphere. All three bedrooms are conveniently located on the second floor, providing privacy and a functional layout. The spacious primary suite features its own private balcony, the perfect place to enjoy your morning coffee or unwind in the evening. Recent updates include new luxury flooring in both full bathrooms along with new American Standard toilets, adding a fresh, modern touch. Step outside to enjoy the covered rear porch, offering a comfortable space to relax or entertain. This home is being sold fully furnished, making it an excellent opportunity as a primary residence, vacation home, or turnkey investment property in one of Central Florida's most popular short-term rental communities. Emerald Island Resort offers outstanding resort-style amenities, including 24/7 manned gated security, a community pool, tennis courts, mini golf, beach volleyball, basketball courts, fitness center, an on-site café, EV chargers at the Clubhouse and weekly community events for residents and guests. Conveniently located just minutes from Walt Disney World, shopping, dining, golf, and major highways, this home offers the perfect blend of comfort, convenience, and resort living.

8454 Crystal Cove Loop, Kissimmee

$749,000

7 Beds ⋅ 7 Baths ⋅ Solara Residence SubDv. ⋅ 34747 Zip Code

Welcome to an exceptional, fully furnished vacation home in one of Solara Resort’s most desirable and convenient locations. Positioned on a wide homesite directly across from a beautiful park and community pond, this impressive 7-bedroom, 6.5-bathroom residence offers 4,093 square feet of thoughtfully designed living and entertainment space, all just a few steps from Solara’s Grand Clubhouse and resort amenities. The owners have made a substantial investment in renovations, furnishings, décor and entertainment upgrades, creating a polished, turnkey experience that stands apart from typical vacation homes. The expansive open-concept main level provides plenty of room for guests to gather, dine and relax. The spacious kitchen features stone countertops, modern appliances, generous cabinetry and an open connection to the main living and dining areas. The home offers 2 private primary suites, including a first-floor suite with direct access to the pool area and a second primary suite upstairs. A large second-floor gathering area gives guests additional space to spread out and enjoy the home. The entertainment-focused design includes themed bedrooms, arcade games, a movie room, a pool table and multiple spaces created specifically for memorable vacation experiences. Outside, enjoy a private heated pool and spa, pool lighting and a spacious paved deck designed for relaxing in the Florida sunshine. The home’s location near the clubhouse makes it especially convenient for vacationing guests while still providing the privacy and comfort of a single-family residence. Solara Resort is a gated, short-term-rental community offering a zero-entry resort pool, splash pad, FlowRider surf simulator, restaurant, pool bar, coffee bar, fitness center, basketball court, beach volleyball, full-size soccer field, playground and indoor and outdoor gathering areas. Whether used as a vacation rental investment, second home or personal retreat near Walt Disney World, this beautifully upgraded and fully furnished Solara residence delivers the space, location, amenities and guest experience today’s buyers are looking for.

1720 Sawyer Palm Place, Kissimmee

$3,195,000

5 Beds ⋅ 7 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code

Welcome to 7829 Palmilla Court, a custom Mediterranean estate in Reunion Resort that delivers the rare combination of luxury living, premium golf frontage, resort amenities, and proven rental income potential. Set on one of the premier lots in Legend’s Corner, this oversized pie-shaped homesite offers an impressive 148 feet of frontage along the 12th green of the Nicklaus Tradition Course. Add a rare 3-car garage, long driveway, and an active Reunion Club membership, and the value here extends well beyond the home itself. Inside, the scale is immediately apparent. The grand entry opens to soaring 25-foot ceilings, dramatic architectural details, a winding staircase, wine room, walls of glass overlooking the pool, and multiple fireplaces throughout the residence. The chef’s kitchen was built for entertaining, featuring custom cabinetry, paneled refrigeration, a six-burner dual-oven range, oversized island with prep sink, hidden walk-in pantry, wet bar, wine refrigerator, ice maker, and seating for a crowd. The first-floor owner’s suite feels like a private retreat with its own fireplace, dual walk-in closets, direct pool access, and a spa-inspired bath with separate vanities, jetted tub, and walkthrough shower,. Entertainment is where Palmilla truly separates itself. The home offers a private theater, multiple game rooms, three wet bars, built-in audio throughout, a flexible gym/office or potential sixth bedroom, and expansive gathering spaces designed for groups of all sizes. Upstairs, additional king suites enjoy private baths and balcony access overlooking the pool and golf course. Outside, the resort lifestyle takes over. The expansive travertine lanai features a summer kitchen with built-in grill and sink, fireplace, TV, generous covered living space, and a full pool bath. The custom pool includes a round infinity-edge spa, sun shelf, water features, and sweeping golf-course views that become even more impressive at sunset. For buyers seeking income potential, this property brings more than just possibility — it brings a strong established rental history with excellent occupancy, making it an attractive option as a luxury vacation rental, second home, or hybrid personal-use investment. Whether the goal is to generate income when you’re away, create unforgettable family vacations, entertain on a grand scale, or simply enjoy one of Reunion’s most impressive golf-front settings, 7829 Palmilla Court offers a lifestyle few properties can match.

7829 Palmilla Court, Kissimmee

$750,000

4 Beds ⋅ 4 Baths ⋅ Bellalago Ph 1x SubDv. ⋅ 34746 Zip Code

Virtually Staged. WILDLY WONDERFUL! Imagine waking to birdsong and nature moving just beyond your windows. Before your feet find their way into slippers, you may catch sight of a Bald Eagle soaring above the protected woods, Sandhill Cranes beginning their familiar morning stroll, or deer appearing quietly along the wooded edge. Coffee tastes better on the lanai, where morning unfolds at nature’s pace. With protected Bald Eagle habitat behind the home and an open natural area alongside it, this exceptional homesite has only one neighboring residence—creating a rare sense of openness, privacy, and connection to the wild beauty of Florida. As the day awakens, possibilities prevail. Walk or bike the community trails, meet friends for tennis, relax beside the resort-style pool, or head onto Lake Tohopekaliga for boating, jet skiing, fishing, and adventure. Perhaps you will soar with the eagles from a different perspective, gliding across one of Central Florida’s most celebrated lakes beneath an endless blue sky. When hunger calls, wander over to Flip Flops Bar & Grille for a relaxed lunch or early dinner. The clubhouse, pools, fitness facilities, sports courts, playgrounds, dog park, restaurant, and Lake Toho access are approximately a five-minute walk away—close enough to enjoy whenever the mood strikes, yet far enough to preserve the peace of your nature-wrapped retreat. Back home, pocketing sliders open the gathering room to the lanai and an expansive backyard awaiting its next owner’s imagination. Create a private pool and spa beneath the palms. Design a summer kitchen where vegetables picked from your own garden go straight to the grill. Plant citrus and fruit trees, cultivate a pollinator garden, gather around a firepit beneath the stars—or combine them into an outdoor paradise entirely your own. Inside, approximately $122,000 in thoughtfully chosen builder upgrades bring refinement to everyday living. The single-story design features Mediterranean-inspired architecture, 8-foot doors, 5¼-inch baseboards, decorative tray ceilings with crown molding, and upgraded wood-look tile throughout the primary gathering spaces. The gourmet kitchen is designed for quiet mornings and celebrations that linger: 42-inch painted cabinetry, quartz countertops, designer backsplash, under-cabinet lighting, pot filler, cooktop, vented designer hood, built-in double ovens, generous island, and adjoining butler’s pantry. A formal dining room, French-door study, and extended primary suite add elegance and flexibility, while the oversized laundry room provides abundant cabinetry, workspace, and utility sink. As evening arrives, bring home dinner from the community restaurant, pour something cold, and return to the lanai as the sky softens over the woods. Listen as the wildlife settles and the evening chorus begins. Some nights may call for conversation beneath the stars; others for dinner fresh from the garden, a moonlit swim in the future pool, or the pleasure of doing absolutely nothing. When the feeling to explore grabs you, shopping, dining, entertainment, Walt Disney World, and Orlando International Airport are within easy reach. Here, you can live surrounded by nature without surrendering the convenience and adventure of Central Florida. This is more than a beautiful home on one of BellaLago’s most coveted homesites. It is privacy, possibility, resort living, and nature in remarkable harmony—the life you have been waiting to live.

1490 Beacon Drive, Kissimmee

$350,000

3 Beds ⋅ 2 Baths ⋅ Emerald Lake SubDv. ⋅ 34758 Zip Code

Welcome to this spacious and versatile three-bedroom, two-bathroom home offering approximately 2,000 square feet of thoughtfully designed living space in Kissimmee’s sought-after Emerald Lake community. Truly move-in ready, this residence features a brand-new 2026 air conditioning system, ensuring total peace of mind and climate efficiency for years to come. The single-story layout includes a generous flex space along with a dedicated separate office or formal dining area, providing the adaptability needed to effortlessly suit any lifestyle or work-from-home arrangement. At the heart of the home, the open-concept kitchen boasts rich granite countertops, a spacious center island with breakfast bar seating, and ample cabinet storage. Opening seamlessly into the main living areas, the layout is ideal for both daily life and entertaining. High ceilings, elegant crown molding, and an abundance of natural light enhance the home's open and inviting atmosphere. The private primary suite serves as a peaceful retreat, featuring a large walk-in closet and an ensuite bathroom equipped with dual vanities, a deep garden tub, and a separate walk-in shower. Two additional bedrooms and a full guest bathroom ensure plenty of accommodation for family and visitors, complemented by an indoor laundry room and an attached two-car garage. Outdoors, the home features a screened-in patio and a fully fenced backyard, providing a private outdoor sanctuary to relax, host guests, or let pets play freely. Residents of Emerald Lake enjoy access to community amenities, including a swimming pool and playground, all while being situated just minutes from local shopping, dining, entertainment, and major Kissimmee attractions. With its flexible floor plan, turnkey condition, brand-new cooling system, and private outdoor space, this exceptional home is fully prepared for its next owner. Schedule your private showing today.

2916 Moonstone Bend, Kissimmee

$441,990

4 Beds ⋅ 2 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code

Under Construction. Kindred presents the Cali. This all concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk-in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall you will find a fourth bedroom. This home features a space to fit all your needs. Like all homes in Kindred, the Cali includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1523 Beechmont Drive, Kissimmee

$385,000

4 Beds ⋅ 4 Baths ⋅ Doral Pointe Unit 2 SubDv. ⋅ 34758 Zip Code

Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Welcome to this spacious four-bedroom, three-and-a-half-bath, two-story home offering an open floor plan, high ceilings, pond frontage, conservation views, and a large fenced backyard designed for Florida living. From the moment you enter, you’ll appreciate the light-filled interior, soaring ceilings, and generous living spaces that create an inviting atmosphere for everyday living and entertaining alike. The thoughtfully designed floor plan features a formal living room, formal dining room, oversized family room, first-floor primary suite, half bath, and interior laundry room. The spacious kitchen is a true centerpiece, featuring 48-inch cabinets, granite countertops, ceramic tile flooring, stainless steel appliances, a large island with breakfast/snack bar, abundant cabinet and counter space, and a convenient built-in desk. The kitchen opens directly to the family room, creating the ideal gathering space for family and friends. The first-floor primary suite provides a private retreat with a ceiling fan, walk-in closet, and en-suite bath featuring dual vanities, garden tub, and separate shower. Upstairs, you’ll find three additional bedrooms, providing plenty of flexibility for family, guests, a home office, or a dedicated media/bonus space. One bedroom offers its own private bathroom, while the remaining bedrooms share a full bath with a shower/tub combination. Step outside and discover one of the home’s standout features: a large backyard with peaceful pond and conservation-area views. The fenced yard provides plenty of room for pets, play, gardening, entertaining, and outdoor activities, while the covered patio is perfect for weekend BBQs, morning coffee, or relaxing while enjoying the beautiful Florida scenery. Major updates provide added peace of mind, including a 2023 roof, 2025 water heater, 2021 downstairs AC, and 2010 upstairs AC. Healthcare professionals will appreciate the convenient location near the new AdventHealth Poinciana ER. The home also offers easy access to major highways, making it convenient to reach Orlando International Airport, Walt Disney World, Universal Orlando, the Orlando Convention Center, shopping, dining, and Central Florida’s world-famous attractions. Enjoy the best of Florida’s location with Cocoa Beach and the Atlantic Coast to the east, Tampa/St. Pete and the Gulf Coast to the west. Within the community, residents can enjoy amenities including a community pool and playground. With its spacious floor plan, first-floor primary suite, updated major systems, fenced backyard, and serene pond-to-conservation views, this home offers the combination of space, privacy, comfort, and location today’s buyers are searching for.

3087 Pointe Place Avenue, Kissimmee

$406,990

3 Beds ⋅ 2 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code

Kindred presents the Jemison. A front porch welcomes to you into a one-story all concrete block construction home. Designed to optimize living space with an open concept kitchen that overlooks the versatile great room and covered lanai. The well-appointed kitchen features an island with bar seating, oversized walk in pantry and sleek stainless steel appliances. Bedroom one is located at the rear of the home for privacy and has an en suite bathroom with a double vanity and spacious walk-in closet providing substantial storage space. A second bedroom and bathroom are located at the front of the home. Just off the kitchen, the versatile flex space can be utilized as an office or cozy den. Like all homes in Kindred, the Jemison includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1868 Kindle Street, Kissimmee

$339,990

3 Beds ⋅ 3 Baths ⋅ Ham Brown Reserve-Ph 1a 1b 1c SubDv. ⋅ 34746 Zip Code

Virtually Staged. Step inside this inviting home through the covered front porch and into a welcoming foyer that opens into the open concept kitchen, dining, and living area; perfect for entertaining. The dining space leads directly to a back patio, ideal for outdoor relaxation. Upstairs, you'll find 3 spacious bedrooms with walk-in closets, a full bath, plus a convenient laundry room with washer and dryer included. The primary suite offers generous natural light and a large walk-in closet. Stainless steel appliances, granite countertops, energy efficient features, and a 2-car garage.

2568 Broadwing Street, Kissimmee

$196,800

3 Beds ⋅ 2 Baths ⋅ Club Cortile Ph 06 Condo SubDv. ⋅ 34746 Zip Code

This End Unit is on the 2nd floor, the 3 bedroom, 2 bathroom condo with a screened balcony is Fully Furnished, Ready Move In! It is located in the professional managed beautiful "Club Cortiile" Gated community which has many amenities including a large inground pool, spa, tennis court, playground, and much more. The area is close to the entrance of world most well-known theme park: Walt Disney World, which offers both business and entertainments convenience. Sam's Wholesale Club is just around the corner in walking distance from the community, nearby shopping plazas full of named fast food chains, restaurants and specialty stores. Wal-Marts stores are on both east and west sides within 3 miles distance, Target, Marshall Depts. and Publix Supermarket are all around the corners which provide many employment opportunities. This area is in the convenience of all major expressways (417 Greenway, Osceola Parkway) and highways (Hwy 192, 535) which leading to Kissimmee/Orlando business districts and east/west coasts!

2806 Club Cortile Circle Unit B, Kissimmee

$345,990

3 Beds ⋅ 3 Baths ⋅ Ham Brown Reserve-Ph 1a 1b 1c SubDv. ⋅ 34746 Zip Code

Virtually Staged. Step inside this inviting home through the covered front porch and into a welcoming foyer that opens into the open concept kitchen, dining, and living area; perfect for entertaining. The dining space leads directly to a back patio, ideal for outdoor relaxation. Upstairs, you'll find 3 spacious bedrooms with walk-in closets, a full bath, plus a convenient laundry room with washer and dryer included. The primary suite offers generous natural light and a large walk-in closet. Stainless steel appliances, granite countertops, energy efficient features, and a 2-car garage.

2564 Broadwing Street, Kissimmee

Kissimmee Homes with Playground Amenities

Newest Kissimmee Homes with Playground Amenities