Kissimmee Homes with Pool Community Features

Kissimmee Homes with Pool Community Features

Welcome to Kissimmee, a vibrant city located in Osceola County, Florida. Known for its warm climate, Kissimmee is a popular destination for tourists and residents alike. With its close proximity to world-famous theme parks like Walt Disney World Resort and Universal Orlando Resort, Kissimmee offers endless entertainment options for families and thrill-seekers.

One of the standout features of Kissimmee's real estate market is the abundance of homes with pool community features. Whether you're looking for a single-family home or a luxurious townhouse, you'll find plenty of options that offer the convenience and luxury of a pool right in your own community.

Living in a home with a pool community feature has numerous benefits. Firstly, it provides a great opportunity for relaxation and recreation. Imagine spending your weekends lounging by the pool, soaking up the Florida sun, and enjoying a refreshing swim. It's the perfect way to unwind after a long day or entertain friends and family.

Secondly, homes with pool community features often come with additional amenities such as clubhouse access, fitness centers, and playgrounds. These amenities enhance the overall quality of life and provide opportunities for socializing and staying active.

Lastly, homes with pool community features are highly sought after in the real estate market. They not only offer a luxurious lifestyle but also have the potential for a higher resale value in the future.

If you're considering buying a home in Kissimmee, don't miss out on the opportunity to explore the homes with pool community features. With a range of options available, you're sure to find the perfect home that meets your needs and exceeds your expectations.

Newest Kissimmee Homes with Pool Community Features

2602 Brandywine Court, Kissimmee
$399,900
4 Beds ⋅ 3 Baths ⋅ Gleneagles SubDv. ⋅ 34744 Zip Code
Welcome to this spacious 4-bedroom, 2.5-bathroom single-family home featuring 2,415 square feet of living space on a generous quarter plus-acre lot in Kissimmee. Built in 2000, this property offers ample room to grow, entertain, and enjoy the sunny Florida lifestyle. Primary bedroom is downstairs with 3 more bedrooms upstairs. Each bedroom as a walk-in closet. Large screened in back patio has a beautiful saltwater swimming pool and oversized back yard. The AC was replaced in 2023 and roof in 2017. Upgraded double pane windows help make the home more efficient! The community of Gleneagles is a gated community inside the golf community of Remington. On top of golfing, the community also offers a clubhouse, playground, community pool, basketball courts, and so much more! A vibrant walking community with sidewalks throughout gives so many opportunities for exercise and enjoying time outdoors meeting your neighbors!

2602 Brandywine Court, Kissimmee
1941 Partin Terrace Road, Kissimmee
$499,000
4 Beds ⋅ 4 Baths ⋅ Kindred 100 Rep SubDv. ⋅ 34744 Zip Code
IN-LAW suite with separate entrance; includes its own kitchenette and full bathroom—ideal for multigenerational living or guests. Beautiful move-in-ready home featuring 4 bedrooms, 3.5 baths, and the highly sought-after Camden floor plan with a private in-law suite and its own separate entrance. The main living area offers a bright, open kitchen with granite countertops, custom backsplash, and a water filtration system. Tile and luxury vinyl plank flooring flow throughout the home. A built-in entertainment center with an electric fireplace adds a warm, modern touch. The spacious bonus room is perfect for a home office, hobby room, or additional flex space. Additional upgrades include: • Smart-home technology • Extensive camera system (some cameras convey) • Renovated attic with custom electric lift • Whole-home water softener • Ceiling fans in every room • Custom wine cabinet with extra storage Enjoy access to three clubhouses, three resort-style pools, two fitness centers, miles of scenic nature trails, playgrounds, and a dog park—all with a LOW HOA. Enjoy indoor-outdoor living in the large, enclosed Florida room, leading out to a beautiful paver patio overlooking breathtaking sunset views, rocket launches can even be seen from the backyard. Enjoy the expansive view of the wildlife preserve. The large corner lot features gated rear access, plus a covered shed for added storage.

1941 Partin Terrace Road, Kissimmee
2514 Serenity Garden Drive, Kissimmee
$486,860
5 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. The new two-story Trailside home, with 5 bedrooms, 3 bathrooms, a loft, and a 2-car garage is ready for you to move in and start living the life you deserve. Upon entry, you’re welcomed by a beautiful wrap around staircase and a foyer that is flooded with natural light. The foyer leads you toward the heart of the home, where the kitchen, gathering room, and café seamlessly flow together, all overlooking the covered lanai. Your chef-inspired kitchen is a true standout, offering a large center island and stainless-steel Whirlpool appliances, including a refrigerator. White cabinetry with quartz countertops, a single-bowl stainless-steel sink, and upgraded faucet combine to create a stylish and functional space. A guest bedroom and full bathroom are located on the main level, perfect for visitors, a home office, or flexible living space. Upstairs, the Owner’s Suite offers a peaceful retreat with a large walk-in closet and an en suite bath featuring dual sinks, a quartz-topped vanity, a private water closet, and a walk-In shower with a built-in bench. Also located on the second floor, three additional bedrooms, another secondary bathroom, a loft, and a conveniently located laundry room offer both privacy and functionality. Throughout the home, professionally curated design selections and premium finishes elevate the living experience. Wood-look luxury vinyl plank flooring spans the first-floor living spaces; tile graces the bathroom and laundry room floors, while soft, stain-resistant Shaw carpet enhances the bedrooms and second-floor living spaces. Additional touches such as 2” faux wood blinds, Whirlpool washer and dryer, Sherwin Williams Drift of Mist Interior Wall Paint, and brushed nickel hardware and plumbing fixtures add both style and convenience. The open spindle railing at the first-floor staircase completes the home’s elegant feel. This Trailside home is where luxury and practicality meet. Don’t miss your chance to make this exceptional home yours—schedule a tour today!

2514 Serenity Garden Drive, Kissimmee
4375 Silver Creek Street, Kissimmee
$599,900
5 Beds ⋅ 3 Baths ⋅ Creekside At Boggy Creek Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to 4375 Silver Creek Street, where elegance meets modern comfort in the heart of Kissimmee! This beautifully designed two-story residence offers the perfect blend of sophistication, space, and functionality. Step inside to discover an inviting floor plan featuring elegant tile flooring, a stunning wood staircase with decorative iron railings, and spacious living areas ideal for both everyday comfort and entertaining. The beautifully appointed kitchen flows seamlessly into the expansive family room, while separate formal living and dining areas add a touch of elegance. The first floor also features a versatile bonus room that can easily serve as a fifth bedroom, private home office, or guest retreat. Upstairs, you'll find four generously sized bedrooms, including a spacious owner's suite with two closets and a private bathroom, along with a large loft perfect for entertainment or relaxation. Enjoy Florida living at its finest with an extended covered lanai, ideal for outdoor gatherings, and a convenient two-car garage. A remarkable home offering elegance, versatility, and exceptional living space. Schedule your private showing today!

4375 Silver Creek Street, Kissimmee
1785 Petiole Place, Kissimmee
$525,000
4 Beds ⋅ 3 Baths ⋅ Pennyroyal SubDv. ⋅ 34744 Zip Code
Short Sale. Welcome to this BEAUTIFULLY MAINTAINED 4-Bedroom, 3-Bath home in Penny Royal of Kissimmee! Built in 2023 and offering over 2,300 SQUARE FEET, this CORNER-LOT HOME still feels fresh and modern, with a MOVE-IN-READY condition and stylish finishes throughout. A BRICK PAVER DRIVEWAY leads to the TWO-CAR GARAGE, while a matching paver walkway welcomes you to the front porch. Step through the beautiful front door with its DECORATIVE BEVELED, TEXTURED GLASS INSERT and discover a bright, inviting interior featuring LUXURY VINYL PLANK FLOORING throughout.The OPEN-CONCEPT FLOOR PLAN seamlessly connects the Living Room, Dining Room and Kitchen, creating an ideal setting for everyday living and entertaining. NATURAL LIGHT pours in through the windows and sliding glass door, enhancing the home's warm, airy feel. The stunning Kitchen is designed to impress, featuring solid wood cabinetry, QUARTZ COUNTERTOPS, a stylish modern backsplash and a convenient closet pantry. A beautiful BELFAST SINK, built-in oven, sleek cooktop with a CONTEMPORARY RANGE HOOD, and a spacious center island with BREAKFAST BAR SEATING complete this thoughtfully designed space. A FIRST-FLOOR BEDROOM and Full Bath provide excellent flexibility for visiting guests, extended family or multigenerational living. Upstairs, a SPACIOUS LOFT offers additional living space—perfect for a game room, media area or a comfortable place to gather. The nearby Primary Suite provides a relaxing retreat, complete with an en suite Bath featuring DUAL SINKS, a GARDEN TUB, separate STEP-IN SHOWER and PRIVATE WATER CLOSET. The generous walk-in closet is enhanced by a CUSTOM BUILT-IN CLOSET SYSTEM (2025), creating an organized and functional space. Two additional Bedrooms, a Full Bath and an upstairs Laundry Room with a utility sink complete the second floor. Step outside to the COVERED REAR PORCH overlooking the GENEROUS BACKYARD, offering a wonderful space for outdoor dining, weekend gatherings or simply unwinding at the end of the day. Residents also enjoy a LOW-HOA COMMUNITY with a clubhouse, community pool and playground—perfect for enjoying the Florida sunshine close to home. CONVENIENTLY LOCATED in Kissimmee, Penny Royal offers access to everyday shopping, dining and recreation, with THE LOOP providing a popular destination for restaurants, entertainment, and shopping. Explore the waterfront and walking paths at KISSIMMEE LAKEFRONT PARK, enjoy local shops and dining in HISTORIC DOWNTOWN KISSIMMEE, or plan a day of adventure at Central Florida’s WORLD-FAMOUS THEME PARKS. Major roadways, including Florida’s Turnpike and US-192, help connect you to destinations throughout the Orlando area. With so much to love, from the MODERN FINISHES to the SPACIOUS LAYOUT and COMMUNITY AMENITIES, this NEARLY-NEW HOME offers the comfort and convenience of a thoughtfully designed home without the wait of new construction, and an exceptional place to call home. Come see it for yourself!

1785 Petiole Place, Kissimmee
3557 Rock Creek Lane, Kissimmee
$419,900
4 Beds ⋅ 3 Baths ⋅ East Lake Preserve Ph 3 SubDv. ⋅ 34744 Zip Code
Virtually Staged. WELCOME HOME to 3557 Rock Creek Lane, where SPACE, STYLE and CONVENIENCE come together in the desirable East Lake Preserve community of Kissimmee! This beautiful TWO-STORY home offers 4 BEDROOMS, 3 FULL BATHROOMS and a spacious, thoughtfully designed floor plan with plenty of room for everyday living, entertaining, working from home and hosting family and guests. Step inside and immediately appreciate the bright, open feel of the home, complemented by attractive laminate flooring and generous living spaces. The heart of the home is the spacious kitchen, featuring GRANITE COUNTERTOPS, STAINLESS-STEEL APPLIANCES, abundant cabinetry and plenty of preparation space—all opening naturally to the main living and dining areas, making it easy to stay connected while cooking, entertaining or spending time together. The flexible floor plan provides room for everyone, while the upstairs living area offers additional space that can easily serve as a loft, media area, playroom, home office or second family room. The spacious primary suite creates a comfortable private retreat, with additional bedrooms providing excellent flexibility for family, guests or work-from-home needs. Step outside and enjoy a generous backyard and patio area with plenty of potential for outdoor dining, entertaining, gardening or simply relaxing and enjoying the Florida lifestyle. Additional highlights include an ATTACHED 2-CAR GARAGE and access to the COMMUNITY POOL. Even better, INTERNET SERVICE IS INCLUDED THROUGH THE ASSOCIATION, providing added convenience and additional monthly savings for the new homeowner. East Lake Preserve offers a convenient Kissimmee location with easy access to Lake Nona, Medical City, Orlando International Airport, major highways, shopping, dining and everything Central Florida has to offer. If you've been looking for a home that gives you the SPACE of four bedrooms, the flexibility of three full bathrooms, a modern kitchen, comfortable living areas and a great location—THIS IS THE ONE. Schedule your private showing and come experience 3557 Rock Creek Lane for yourself!

3557 Rock Creek Lane, Kissimmee
1895 Cassidy Knoll Drive, Kissimmee
$375,000
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
MOVE-IN READY in KINDRED with HOA UNDER $11/MONTH! This 2019 single-story home offers 3 bedrooms, 2 baths and 1,676 sq ft in one of Kissimmee’s most sought-after communities. A bright, open-concept layout connects the living and dining areas to a kitchen with a large center island and breakfast bar, plenty of cabinet space and pendant lighting, ideal for everyday living and entertaining. The split-bedroom floor plan adds privacy, and the primary suite includes a spacious bath with dual sinks and a walk-in shower. Step out to the screened lanai overlooking a generous, fully fenced backyard with plenty of room to play, garden or relax. Other highlights include an interior laundry room, tile in the main traffic areas and a two-car garage. Kindred offers resort-style amenities: community pools, fitness centers, clubhouses, tennis courts, playgrounds, dog parks and walking trails, plus on-site elementary and middle schools. Minutes to Florida’s Turnpike, NeoCity, Lake Nona Medical City, shopping, dining and Central Florida’s world-famous attractions. Space, comfort, amenities and outstanding value. Schedule your private showing today!

1895 Cassidy Knoll Drive, Kissimmee
1872 Cross Prairie Parkway, Kissimmee
$335,000
3 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 1 SubDv. ⋅ 34744 Zip Code
Impeccably maintained and move-in ready, this beautiful 3-bedroom, 2.5-bath townhome in Tohoqua reflects exceptional care and attention to detail. The inviting kitchen features tall cabinetry in rich, warm brown tones, beautifully complemented by light countertops, a cream tile backsplash, and stainless-steel appliances. A spacious breakfast bar completes the elegant, coordinated color palette. Vinyl flooring throughout the first floor offers style and easy maintenance, while carpeting upstairs adds comfort. Enjoy a private courtyard ideal for relaxing or entertaining. The property also features a two-car rear garage and an expansive driveway with room to park up to four additional vehicles. Residents enjoy resort-style amenities, including a community pool, fitness center, playgrounds, and scenic walking trails. Schedule your private showing today!

1872 Cross Prairie Parkway, Kissimmee
221 Westmoreland Circle, Kissimmee
$425,000
4 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr F SubDv. ⋅ 34744 Zip Code
OVER $50,000 IN UPGRADES! FULLY RENOVATED! GOLF COURSE VIEW! MOVE-IN READY! WHY PAY MORE FOR NEW CONSTRUCTION? Welcome to 221 Westmoreland Circle, Kissimmee, FL 34744, a beautifully remodeled 4-BEDROOM, 2-BATHROOM, 1,767 SQFT single-family home located in the desirable REMINGTON GOLF COMMUNITY! Featuring beautiful GOLF COURSE VIEWS, modern finishes, and over $50,000 IN RECENT UPGRADES, this meticulously updated home offers exceptional value without the higher price tag often associated with new construction! The sellers have invested extensively in improvements, including a BRAND-NEW KITCHEN, BEAUTIFULLY UPDATED BATHROOMS, UPDATED FLOORING, NEW WATER HEATER, FRESH INTERIOR AND EXTERIOR PAINT, and a beautifully finished EPOXY-COATED GARAGE FLOOR! Additional features include RAIN GUTTERS and a spacious 2-CAR GARAGE. Step inside and experience a bright, inviting floor plan with soaring ceilings, beautifully updated living spaces, and contemporary finishes throughout. The completely renovated kitchen serves as the heart of the home, while the updated bathrooms and flooring create a fresh, modern atmosphere. Enjoy the added benefit of SCENIC GOLF COURSE VIEWS, providing a beautiful backdrop for everyday living, relaxing evenings, and entertaining guests. Used primarily as a SEASONAL WINTER RESIDENCE by its owners, this home has been enjoyed during their winter visits to Florida and thoughtfully maintained. Located in the established REMINGTON GOLF COMMUNITY, this property offers convenient access to FLORIDA'S TURNPIKE, US-192, SHOPPING, RESTAURANTS, PUBLIX, WALMART, AND EVERYDAY ESSENTIALS. Enjoy approximately 5–10 MINUTES TO SHOPPING AND GROCERY STORES, 8–10 MINUTES TO FLORIDA'S TURNPIKE, 20–25 MINUTES TO ORLANDO INTERNATIONAL AIRPORT (MCO), 25–30 MINUTES TO LAKE NONA, 35–40 MINUTES TO DOWNTOWN ORLANDO AND WALT DISNEY WORLD, AND 40–45 MINUTES TO UNIVERSAL ORLANDO, depending on traffic and route. Whether you're searching for a PRIMARY RESIDENCE, SECOND HOME, VACATION RETREAT, OR MOVE-IN READY HOME NEAR ORLANDO, this property offers the perfect combination of location, comfort, and modern upgrades! WHY WAIT FOR NEW CONSTRUCTION AND PAY EXTRA FOR UPGRADES WHEN YOU CAN OWN A METICULOUSLY REMODELED HOME WITH GOLF COURSE VIEWS IN AN ESTABLISHED COMMUNITY? With over $50,000 invested in improvements, scenic surroundings, and an excellent Central Florida location, this property is truly a must-see! SCHEDULE YOUR PRIVATE SHOWING TODAY! PLEASE NOTE: Select listing photos have been virtually enhanced with wall art and decorative accents. The furniture shown in the photographs is physically staged inside the property.

221 Westmoreland Circle, Kissimmee
22 Las Palmas Way, Kissimmee
$270,000
2 Beds ⋅ 2 Baths ⋅ Las Palmas Villas SubDv. ⋅ 34743 Zip Code
INCREDIBLE OPPORTUNITY IN KISSIMMEE! $5,000 TOWARD BUYER’S CLOSING COSTS AND MAJOR RECENT UPGRADES! Welcome to 22 Las Palmas Way, Kissimmee, FL 34743! Discover this charming and inviting property located in an established community, combining comfort, functionality, and convenience. MAJOR UPDATES! BRAND-NEW ROOF (2026), AIR CONDITIONING SYSTEM (2025), AND WATER HEATER (2025)! These valuable improvements provide added peace of mind and make this home an even more attractive opportunity for its future owners. Step inside and enjoy a spacious living and dining area with an open, comfortable layout, perfect for everyday living, entertaining guests, and creating unforgettable memories. The kitchen features beautiful wood cabinetry, attractive countertops, stainless steel appliances, and ample cabinet space, providing both functionality and charm. The home also features tile flooring, ceiling fans, comfortable bedrooms, and bathrooms with attractive vanities. The practical floor plan provides inviting spaces to relax and enjoy. EXTRA BONUS! THE SELLER IS CONTRIBUTING $5,000 TOWARD THE BUYER’S CLOSING COSTS! This valuable incentive can help make your dream of homeownership more affordable, subject to lender approval and applicable financing guidelines. Enjoy the convenience of living in Kissimmee, with access to shopping, restaurants, schools, major roadways, and Central Florida attractions. Located in an established community with an HOA fee of only $281 quarterly, subject to verification. Whether you’re searching for your primary residence or exploring a potential real estate investment, subject to community restrictions, this property deserves your attention! NEW ROOF! RECENT A/C! RECENT WATER HEATER! $5,000 IN CLOSING COST ASSISTANCE! Opportunities like this are worth seeing in person! Don’t wait to discover everything this home has to contract. SCHEDULE YOUR PRIVATE SHOWING TODAY AND MAKE THIS HOME YOURS!

22 Las Palmas Way, Kissimmee
2855 N Point Blvd, Kissimmee
$595,000
5 Beds ⋅ 4 Baths ⋅ Sentry North Point, Phase 1a SubDv. ⋅ 34744 Zip Code
Looking for SPACE? You've found it! This beautiful property has so much room to spread out, space to gather, and a pond view to enjoy! Located in the gated North Pointe community, this two-story home offers 5 bedrooms, 3.5 bathrooms, and approximately 3,475 square feet of living space. The layout features a downstairs primary suite, separate formal dining room, office/den, and upstairs loft—giving you flexibility for work, relaxation, and entertaining.The kitchen features an island, breakfast bar, and walk-in pantry, while the covered patio offers a spot to unwind overlooking the pond. A three-car tandem garage provides additional parking and storage space. Enjoy community amenities including a pool, clubhouse, and playground, with access to Boggy Creek Road and the surrounding Lake Nona area. Schedule your private showing and explore the possibilities!

2855 N Point Blvd, Kissimmee
4106 Longworth Loop, Kissimmee
$420,000
4 Beds ⋅ 2 Baths ⋅ Turnberry Reserve Unit 2 SubDv. ⋅ 34744 Zip Code
Welcome to Turnberry Reserve! This spacious 4-bedroom, 2-bathroom home offers approximately 1,945 square feet of living space and a desirable split-bedroom floor plan. Enjoy the open living and dining areas, vaulted ceilings, and a kitchen that flows into the family room, creating a comfortable layout for everyday living and entertaining. Situated on a generous corner lot, the home offers added outdoor appeal. Residents can enjoy community amenities, including a swimming pool. Conveniently located near shopping, dining, major roadways, Orlando International Airport, and Lake Nona’s Medical City. Don’t miss the opportunity to make this home your own!

4106 Longworth Loop, Kissimmee
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