Kissimmee Homes with Community Pool type

Kissimmee Homes with Community Pool type

Welcome to Kissimmee, Florida – a vibrant city where sunshine meets adventure! Nestled just south of Orlando, Kissimmee is renowned for its enchanting blend of natural beauty, family-friendly attractions, and a rich cultural heritage. With its picturesque lakes, sprawling parks, and proximity to world-famous theme parks like Walt Disney World and Universal Studios, Kissimmee is a dream destination for residents and visitors alike.

One of the standout features of living in Kissimmee is the array of homes that come with community pools. Imagine stepping out of your backyard and diving into a sparkling pool surrounded by lush landscaping and friendly neighbors. These homes not only offer a refreshing escape from the Florida heat but also foster a sense of community and connection. Whether you’re hosting a summer barbecue, enjoying a leisurely swim, or simply soaking up the sun, community pools provide the perfect backdrop for relaxation and socializing.

Kissimmee’s real estate market is diverse, featuring everything from charming single-family homes to modern townhouses, many of which are located in well-maintained neighborhoods with access to community amenities. With the added benefit of a community pool, these homes are ideal for families, retirees, and anyone looking to embrace the Florida lifestyle.

Explore the possibilities of living in Kissimmee, where every day feels like a vacation. Discover your dream home with a community pool and immerse yourself in the warmth and charm of this enchanting city!

Newest Kissimmee Homes with Community Pool type

1106 Spring Meadow Drive, Kissimmee
$189,900
2 Beds ⋅ 2 Baths ⋅ Spring Meadow Ph 1 SubDv. ⋅ 34741 Zip Code
A fresh start begins here! This beautifully updated 2-bedroom, 1.5-bath townhome in Kissimmee combines a NEW KITCHEN, NEW HVAC, and a ONE-CAR GARAGE with the added appeal of LOW HOA FEES and a COMMUNITY POOL. The new kitchen takes center stage, offering a refreshed space to prepare meals and enjoy everyday living, while the new HVAC system provides year-round comfort. A private garage adds convenient parking and storage, and the community pool offers a refreshing escape on sunny Florida days. With desirable updates already in place, 1106 Spring Meadow Drive deserves a spot on your must-see list. Bring your offer and make it yours—schedule your private showing today!

1106 Spring Meadow Drive, Kissimmee
311 Celebration Boulevard, Celebration
$819,000
4 Beds ⋅ 4 Baths ⋅ Charleston Place SubDv. ⋅ 34747 Zip Code
Spacious and classic, this four-bedroom, 3.5-bath townhome with a private rental apartment offers over 3,000 square feet of living space across multiple levels. Located in the highly desirable Celebration community, the home is just moments from the charming Town Center, where you’ll find restaurants, boutiques, cafés, and year-round community events. Walt Disney World and Orlando’s world-famous attractions are within easy driving distance, while Orlando International Airport is approximately 30 minutes away. Enjoy convenient access to beaches on both Florida’s east and west coasts, each just a short drive from your door.

311 Celebration Boulevard, Celebration
2736 Bookmark Drive, Kissimmee
$599,000
6 Beds ⋅ 5 Baths ⋅ Cove At Storey Lake Ii SubDv. ⋅ 34746 Zip Code
Welcome to your dream vacation retreat! This fully furnished 6-bedroom, 5-bathroom home is nestled in the highly sought-after Storey LakeResort, offering the ultimate in resort-style living with unparalleled amenities. Decorated to perfection, this stunning home features spaciousliving areas, an elegant modern kitchen, and beautifully designed bedrooms. Step outside to your screened private pool and spa, providing theperfect retreat for relaxation and entertainment. Storey Lake is a gated community boasting multiple clubhouses, resort-style pools, lazy river,waterslides, fitness center, volleyball and tennis courts, and more! The HOA covers lawn maintenance, internet, cable, and daily valet trashservice for a seamless experience. Conveniently located near world-class shopping, dining, and top attractions, this home is perfect for avacation retreat or a lucrative investment property. Don’t miss out—schedule your showing today!

2736 Bookmark Drive, Kissimmee
2963 Sera Bella Way, Kissimmee
$500,000
3 Beds ⋅ 3 Baths ⋅ Sera Bella SubDv. ⋅ 34744 Zip Code
A 3-bed single family residence in Sera Bella with water views, a private entrance in-law suite, and potential 4th bedroom flexibility is hard to find in Kissimmee. This 2-story home offers 2,416 heated square feet, 2.5 baths, a 2-car garage, pond views with fountains and lights, and access to Sera Bella community amenities. This beautifully maintained home in Kissimmee’s 34744 area delivers the space, layout, and location buyers want. The inviting exterior features a brick paver driveway, covered entry, landscaped curb appeal, sidewalks, and an attached 2-car garage. Inside, the bright floor plan offers ceramic tile flooring, formal dining, a spacious living room, and a comfortable family room that flows naturally into the kitchen. The kitchen features granite counters, stainless steel appliances, a center island, closet pantry, stone counters, and generous workspace for everyday meals or entertaining. One of the home’s most valuable features is the attached in-law suite with a kitchenette, studio layout, and private entrance, creating added flexibility for guests, extended stay needs, a work-from-home setup, or a private retreat. Upstairs, the primary suite offers tray ceilings, a walk-in closet, dual sinks, granite counters, a garden bath, and a separate shower. Two additional bedrooms, an upstairs laundry room, and a spacious loft complete the second floor. The loft has excellent potential to become a 4th bedroom, with an existing built-in area intended for a closet. The covered, enclosed, screened rear porch overlooks the pond, where fountains and evening lights create a peaceful backdrop for relaxing or entertaining. Convenient to Lake Nona, Medical City, shopping, dining, major roads, Orlando International Airport, and Central Florida attractions.

2963 Sera Bella Way, Kissimmee
2202 Key West Court Unit 633, Kissimmee
$174,900
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
One or more photos are virtually staged for décor inspiration only; no structural changes are shown. INVESTOR OPPORTUNITY! This spacious 2-bedroom, 2-bath condo in Villas del Sol combines what investors value most: location, rental flexibility, and strong guest appeal. Daily vacation rentals are permitted, offering the flexibility to operate as a short-term rental, consider longer-term occupancy, or enjoy personal use. Ideally positioned in Kissimmee near Walt Disney World, The Loop, shopping, dining, entertainment, and major Central Florida roadways, the community also offers resort-style amenities including pools, fitness center, tennis courts, playground, and recreational areas. An opportunity to own a property designed around the lifestyle and convenience vacation guests seek. Own near the attractions—and turn location into opportunity. Buyer to independently verify current HOA rules, short-term rental eligibility, licensing, and restrictions.

2202 Key West Court Unit 633, Kissimmee
2213 Wandering Oak Terrace, Kissimmee
$579,000
4 Beds ⋅ 4 Baths ⋅ Oak Hammock Preserve Unit 1 SubDv. ⋅ 34746 Zip Code
Welcome to this beautifully upgraded 4-bedroom, 4-bathroom home offering approximately 3,341 square feet of spacious, thoughtfully designed living space. From the impressive curb appeal and extensive landscaping to the long list of recent improvements, this home is truly move-in ready and designed for comfortable living, entertaining, and peace of mind. The welcoming interior features a formal living room and formal dining room, while the open-concept main living area brings together the family room, dining area, and beautifully appointed kitchen. The kitchen features an island and a convenient bar area, making it the perfect gathering space for family and guests. Under-cabinet lighting adds both style and functionality. The spacious primary suite provides a private retreat with a bathroom featuring dual vanities, a soaking tub, separate shower, and a generous walk-in closet. A large laundry room offers exceptional functionality with a built-in sink and counter space. Upstairs, a versatile bonus room with a full bathroom provides endless possibilities and can be used as a fifth bedroom, guest suite, home office, media room, or flex space. This home has been extensively updated with numerous improvements, including a new roof(2023) new carpet installed(2026). Interior and exterior paint were completed in 2026. For enhanced energy efficiency and comfort, the home features a main HVAC system(2026) with 20 SEER efficiency, HEPA filtration, and UV treatment, along with an 18 SEER upstairs HVAC system(2023) both with smart home thermostats. Additional efficiency features include spray foam insulation at the roof deck, core-injection foam insulation in the cinder block walls, and tinted windows. A major highlight is the 25kW whole-house generator, recently serviced and designed to automatically activate during a power outage to keep the entire home running. The generator is supplied by an underground LP tank, which also provides a dedicated gas line to the rear deck for connection to an outdoor grill. Outdoor living is equally impressive. Enjoy the screened porch, additional paver patio, and inviting fire pit with built-in seating—an ideal setting for relaxing or entertaining. The beautifully maintained landscaping and excellent curb appeal create an inviting first impression. The garage is equipped with air conditioning, TV, insulation, a motorized privacy screen, and a new smart home garage door opener(2026). Additional features include a whole-house water softener, reverse osmosis system at the kitchen sink, upgraded irrigation controls installed in 2026, CCTV camera system, wired security system, and exterior security lighting. Located in a desirable community offering a pool, playground, and walking trails, this exceptional home combines space, comfort, extensive upgrades, energy efficiency, and thoughtful amenities. With so many major improvements already completed, this is an opportunity to enjoy a beautifully updated home without the hassle of taking on major projects.

2213 Wandering Oak Terrace, Kissimmee
7605 Brookhurst Lane, Kissimmee
$650,000
6 Beds ⋅ 7 Baths ⋅ Reunion West SubDv. ⋅ 34747 Zip Code
Welcome to Magical Memories Mansion, a premium, fully furnished, turnkey luxury vacation home located in the guard-gated Encore Resort at Reunion. Situated less than seven miles from Disney, this expansive 6 bedroom, 6.5 bath retreat is designed to accommodate 16+ guests with ease. Thoughtfully planned for comfort and short-term rental appeal, every bedroom functions as its own private suite, giving guests added privacy while maximizing flexibility for groups of families and friends. This home delivers a truly immersive experience with Disney-inspired theming throughout. The spectacular Little Mermaid suite features hand-painted, floor-to-ceiling murals, two custom-built bunk beds that sleep four, a sculpted Ariel detail, and a one-of-a-kind slide that transitions into a Cars-themed bonus room with Radiator Springs-inspired rockwork. Nearby, the Pirates of the Caribbean suite offers another fully hand-painted retreat, highlighted by a custom pirate ship-style queen/twin bunk bed and a sculpted Captain-inspired centerpiece. For younger heroes, the Marvel/Avengers room provides a customized bunk bed plus an additional twin. The Frozen suite includes a queen bed and a full-size crib, offering a convenient setup for the youngest princes and princesses. Both the Star Wars first-floor primary suite and the Brave second-floor primary suite provide comfortable, private accommodations with walk-in closets. The gourmet kitchen and dining area continues the storytelling with a Beauty and the Beast theme, complemented by granite countertops, stainless steel appliances, abundant wood cabinetry, and seating for 16+ guests. Additional themed spaces extend through the home with Peter Pan and Sleeping Beauty-inspired hallways, along with a charming Cinderella laundry room. Outside, the property becomes a private resort oasis with a heated pool and spa, lush tropical landscaping and hardscaping, outdoor solar lighting, two new teal hammocks with stands, and matching lounge chairs—an ideal place to relax after a day in the parks. The home has been meticulously upgraded and maintained, including new updates in 2025 such as a 5-ton HVAC system, an over-the-range microwave, a washer integrated into the stackable washer/dryer, gray waterproof luxury vinyl plank flooring throughout, professional landscaping and solar lighting, leaf-blocking gutters and downspouts, a Nest security system with cameras plus Nest doorbell, an Ecobee thermostat, upgraded outdoor furniture, and a new pool pump and heater. It also includes new mattresses and protective bedding, featuring zippered waterproof mattress protectors, pillow protectors, and waterproof elastic mattress pads. Family-friendly essentials are also included, including a crib, changing table, Pack ’n Play with mattress, high chair, and additional baby and child amenities to make traveling with little ones easier. The two-car garage features epoxy flooring and an air conditioning unit, with the ability to park your vehicle while also providing extra usable space for activities, including the included pool table. For owner convenience, the home includes multiple fingerprint-coded, app-controlled owners closets, including a large walk-in closet on the second floor and two linen closets on the second floor. Finally, as part of the guard-gated Encore Resort at Reunion, owners and guests enjoy world-class amenities such as a resort water park with thrilling slides.

7605 Brookhurst Lane, Kissimmee
2911 Banana Palm Drive, Kissimmee
$335,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Residence Ph 4 SubDv. ⋅ 34747 Zip Code
Welcome to your turnkey Florida retreat in the gated Paradise Palms Resort community! This beautifully updated, furnished 4-bedroom, 3- full bath townhome features fresh interior paint, luxury vinyl flooring, an open great area, and a spacious kitchen with granite countertops and wood cabinetry. The split-bedroom layout includes a first-floor bedroom and full bath, with the primary suite and two additional bedrooms upstairs. Enjoy your private screened-in pool, covered patio, and fenced backyard—or walk to the resort’s impressive amenities, including a lagoon-style pool with slide and waterfall, spas, Tiki bar and grill, movie theater, fitness center, sauna, arcade, and sports courts. HOA services include cable, phone, high-speed internet, trash valet, security, and common-area maintenance. Short-term rentals are permitted, offering flexibility for personal use and rental income potential. Conveniently located near Disney, Universal, SeaWorld, shopping, dining, and major highways. This home is ideal as a vacation getaway, investment property, or full-time residence.

2911 Banana Palm Drive, Kissimmee
3131 Paradox Circle Unit 205, Kissimmee
$325,000
2 Beds ⋅ 2 Baths ⋅ The Terraces At Storey Lake Condo 2 Ph 7 SubDv. ⋅ 34746 Zip Code
INVEST, VACATION, OR DO BOTH! Welcome to this FULLY FURNISHED second-floor condo in the highly sought-after Storey Lake Resort. With SHORT-TERM RENTALS PERMITTED, this turnkey property offers excellent flexibility as a vacation-rental investment, personal Florida getaway, or both. Step inside to a bright, inviting layout with comfortable living spaces that flow seamlessly to a private balcony—perfect for relaxing after a day exploring Central Florida. Offered fully furnished, the condo provides the convenience of a ready-to-enjoy property without the added time and expense of furnishing a vacation home. LOCATION IS KEY! Storey Lake places you close to Walt Disney World, Disney Springs, SeaWorld, Universal Orlando and Epic Universe, while everyday conveniences including Walmart, Publix and Target are nearby. Shopping, dining and entertainment options such as The Loop, Lake Buena Vista Factory Stores and Orlando Vineland Premium Outlets are also just a short drive away, with convenient access to major roadways and Orlando International Airport. Whether you're expanding your investment portfolio, looking for a vacation retreat near Orlando's world-famous attractions, or seeking the flexibility of personal use combined with rental opportunities, this property delivers location, convenience and versatility. Own your Florida getaway—and let it work for you when you're away!

3131 Paradox Circle Unit 205, Kissimmee
2948 Penelope Loop, Kissimmee
$730,000
6 Beds ⋅ 6 Baths ⋅ Cove At Storey Lake 4 SubDv. ⋅ 34746 Zip Code
Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! | INVESTMENT OPPORTUNITY IN THE COVE AT STOREY LAKE! This spacious 6 bedroom, 6 bathroom pool home offers an exceptional combination of resort-style living and a proven track record as a successful vacation rental. Future bookings are already scheduled and can be transferred to the new owner if the current management company is kept in place. Documentation indicates that over $130,000 in gross rental revenue has been generated in the last 12 months, providing an opportunity for rental income to start from day one. Designed to comfortably accommodate large groups, the home offers an abundance of living and entertaining space. The flexible floor plan features a theater with the addition of a bonus room downstairs and a spacious loft upstairs, providing multiple areas for guests to gather, relax, play, or entertain. Step outside to your own private Florida retreat featuring a paver lanai, screened pool and spa, and peaceful views of the conservation area behind the home. With no immediate rear neighbor, guests can enjoy additional privacy while relaxing poolside after a day at Central Florida's attractions. Located within The Cove at Storey Park, owners and guests enjoy access to an impressive collection of resort style amenities, including community pools, lazy river, hot tub, water slide, splash park, fitness center, basketball and volleyball courts, tiki bar, and more. Mini golf and kayaking are also available for an additional fee. The gated resort community provides 24-hour controlled access and is conveniently located near Walt Disney World, Universal Orlando, shopping, dining, grocery stores, and other Central Florida attractions. This property has a strong vacation rental history, boasting a guest rating of 4.92 out of 5 based on reviews. Whether you are looking for an income-generating vacation rental, a second home close to Orlando's attractions, or a spacious Florida retreat with resort-style amenities, this home offers the ideal combination for today's vacation home buyers.

2948 Penelope Loop, Kissimmee
4994 Town Terrace N, Kissimmee
$240,000
3 Beds ⋅ 3 Baths ⋅ Trafalgar Village Phase One SubDv. ⋅ 34758 Zip Code
Virtually Staged. Start your mornings with coffee overlooking the pond and end your days relaxing on your screened rear lanai. This three bedroom, three full-bathroom townhome in Trafalgar Village offers over 1,500 square feet of living space within a community featuring 24-hour guard gated access. Updated kitchen countertops, fresh interior paint, and fresh carpeting create a welcoming backdrop for your next chapter, whether you’re settling into a primary residence or creating a Florida getaway. Spend an afternoon by the community pool and spa, catch a movie at the clubhouse theater, or enjoy a game of pickleball, basketball, beach volleyball, or shuffleboard. A fitness center and game room with billiards and video games provide even more ways to unwind. Outdoors, discover a sandy beach area, scenic walking and jogging paths, a dog park, playground, and barbecue and picnic areas, all complemented by beautifully maintained common grounds and private community mailboxes. Low maintenance living adds to the appeal, with HOA coverage that includes lawn care, landscaping, trash service, roof, and exterior painting. Located in Kissimmee, Trafalgar Village offers access to shopping, dining, entertainment, and Central Florida’s celebrated theme parks, including Walt Disney World. With both short-term and long-term rentals permitted, this townhome offers the flexibility to enjoy it as your own home, a vacation retreat, or an investment property. Schedule your private showing and discover the possibilities.

4994 Town Terrace N, Kissimmee
7468 Excitement Drive Unit 102, Reunion
$309,000
3 Beds ⋅ 2 Baths ⋅ Terraces At Reunion SubDv. ⋅ 34747 Zip Code
Discover the perfect blend of comfort, convenience, and theme-inspired fun in this beautifully updated 3-bedroom, first-floor condo in the gated Reunion Resort at The Terraces—an ideal location just minutes from Disney. Bright, modern, and thoughtfully prepared for relaxing days and easy getaways, this home is designed to feel like a private retreat with resort living at your doorstep. Step inside to a welcoming main living area filled with natural light and a clean, contemporary feel. Large French doors open to a covered porch/balcony where you can unwind while enjoying views of the serene resort golf course. It’s the perfect backdrop for morning coffee, peaceful afternoons, or evening downtime. The kitchen is both stylish and functional, featuring granite countertops, stainless steel appliances, and a convenient breakfast bar for quick meals or casual dining. Spend your time in comfort in the spacious primary suite, complete with a walk-in closet, a private owners closet, and an ensuite bathroom featuring double sinks and additional storage. The guest bedrooms offer flexibility for families, visitors, or use as a home office. Kids and Disney fans will love the immersive themed spaces, including a standout, full-room mural experience and additional character-filled décor throughout the condo. Additional highlights include in-unit laundry with themed presentation, fast Wi-Fi, easy parking, and a layout created for low-maintenance everyday living. Outside the home, you’ll love being close to the Terraces lap pool, along with access to other community pools and hot tubs within Reunion Resort. Offered fully furnished, this condo includes everything needed to move in or begin enjoying immediately—furniture, bedding, appliances, electronics, décor, kitchen essentials, and family-friendly amenities. Plus, HOA includes Direct TV, Internet, water, and trash, making both the stay and the purchase truly simple and convenient. This is more than a condo—it’s a ready-to-enjoy lifestyle in one of Central Florida’s most sought-after resort communities.

7468 Excitement Drive Unit 102, Reunion
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